Oxime derivatives, hydrazone derivatives and use thereof

ABSTRACT

Compounds having fungicidal activities and represented by general formula (I) and salts and hydrates thereof ##STR1## wherein R 1  represents an optionally substituted aryl, an optionally substituted alkl or the like; R 2  represents an optionally substituted al,y an optionally substituted alkenyl, an optionally substituted alyyl, an optionally substituted aryl, an optionally substituted heterocyclic group or the like; R 3  represents an optionally substituted alkl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted arylsulfonyl, an optionally substituted heterocyclic group or the like; R 4  and R 5 , which may be the same or different, represent each a hydrogen atom, an optionally substituted al,y or an optionally substituted allkoxy, or R 4  and R 5  may form together with the adjacent nitrogen atom an optionally substituted monocycle or polycycle; X and Y, which may be the same or different, represents each an oxygen atom or NR 6  wherein R 6  represents a hydrogen atom, an optionally substituted alkyl an optionally substituted aryl, an optionally substituted alkanoyl, or an optionally substituted aroyl; Z represents an oxygen atom or a sulfur atom; and a wavy line (˜) represents the configuration of an E isomer, a Z isomer, or a mixtue thereof.

This application is a 371 of PCT/JP97/03585 filed on Oct. 7, 1997.

TECHNICAL FIELD

The present invention relates to a novel oxime derivative and a novel hydrazone derivative as well as the use of the same.

BACKGROUND ART

While as oxime derivatives and hydrazone derivatives analogous to the present invention Japanese Patent Application Laid-Open Nos. 3-215464 and 7-309825, and WO 95/21153, WO 95/21154, WO 95/18789 and WO 96/11183 disclose compounds having fungicidal activities, a compound disclosed in the present invention is not included in these publications. In addition, none of these publications mentioned the tachykinin receptor antagonism of the compounds disclosed therein.

Tachykinin is a name which is used commonly in a group of the neuropeptides having 10 to 11 amino acids, and includes substance P, neurokinin A and neurokinin B which are known. Each of these substances binds to three receptors, namely NK1, NK2 and NK3, and is known to be involved in pain transmission, vasodilation, saliva secretion, increase in capillary vessel permeability, immunoregulation, nerve cell regulation and the like. Accordingly, a compound having a tachykinin receptor antagonistic effect is considered to have various biological activities, and each of EP 394989, EP 428434, EP 429366, EP 436334, EP 443132, EP 474561, EP 482 539, EP 499313, EP 512901, EP 512902, EP 514273, EP 514275, EP 515240, EP 517589, EP 520555, EP 522808, EP 528495, EP 532456, EP 533280, EP 536817, EP 545478, EP 559538, EP 585913, WO 90/05525, WO 90/05729, WO 91/09844, WO 91/18899, WO 92/01688, WO 92/06079, WO 92/12151, WO 95/15585, WO 92/19254, WO 92/20661, WO 92/20667, WO 93/00330, WO 93/00331, WO 93/01159, WO 93/01165, WO 93101169, WO 93/01170, WO 93/06099, WO 93/09116, WO 93/10073, WO 93/14084, WO 93/18023, WO 93/19064, WO 93/21155, WO 93/21181, WO 93/23380, WO 94/16697, WO 94/17045, WO 94/19323, WO 94/20500, WO 94/26740, WO 94/29309, WO 95/02595, WO 95/04040, WO 95/04042, WO 95/18124, WO 95/18129, WO 95/28389, WO 96/29326, WO 96/30367, Japanese Patent Application Laid-Open Nos. 8-239323, 8-295667, 8-2301849 and 8-5301871 discloses a compound having a tachykinin receptor antagonistic effect.

However, none of these publications describes an oxime derivative or a hydrazone derivative disclosed in the present invention.

DISCLOSURE OF INVENTION

An objective of the present invention is to provide a compound having a higher fungicidal effect and a higher tachykinin receptor antagonistic effect.

The present inventors made an effort to achieve the objective described above and finally found that a novel oxime derivative and a novel hydrazone derivative described below have a higher fungicidal effect and a higher tachykinin receptor antagonistic effect, whereby accomplishing the present invention.

Thus, the present invention is a compound represented by Formula (I): ##STR2## wherein R¹ is an optionally substituted aryl, an optionally substituted allyl or an optionally substituted cycloalkyl; R² is an optionally substituted alkyl, an optionally substituted cycloalkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted alkylsulfonyl, an optionally substituted aryl, an optionally substituted arylsulfonyl or an optionally substituted heterocyclic group; R³ is an optionally substituted alkyl, an optionally substituted cycloalkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted alkylsulfonyl, an optionally substituted aryl, an optionally substituted arylsulfonyl or an optionally substituted heterocyclic group; R⁴ and R⁵ are the same or different from each other and each is a hydrogen atom, an optionally substituted alkyl an optionally substituted cycloalkyl or an optionally substituted alkoxy, or R⁴ and R⁵ may be taken together with their adjacent nitrogen atom to form an optionally substituted monocyclic ring or polycyclic ring; X and Y are the same or different from each other and each is an oxygen atom or an NR⁶ wherein R⁶ is a hydrogen atom, an optionally substituted alkyl, an optionally substituted aryl, an optionally substituted alkanoyl or an optionally substituted aroyl; Z is an oxygen atom or a sulfur atom; a wave-shaped line (˜) represents the configuration of a E form or a Z form or a mixture thereof,

provided that when R² is an optionally substituted benzyl, then the substituent is not a group represented by formula: ##STR3## wherein (R¹²)₂ is H₂, ═O, ═CH.OH, ═CHOCH₃, ═N.OH or ═N.OCH₃ ; and R¹³ represents an alkoxy or a monoalkylamino;

and a salt or a hydrate thereof, preferably a compound or a salt or a hydrate thereof described above wherein R¹ is an aryl or an alkyl; R² is an optionally substituted alkyl, alkenyl, alkynyl, aryl or heterocyclic group; R³ is an optionally substituted alkyl alkenyl, alkynyl, an optionally substituted aryl, an optionally substituted arylsulfonyl or heterocyclic group; R⁴ and R⁵ are the same or different from each other and each is a hydrogen atom, an alkyl or an alkoxy, or R⁴ and R⁵ may be taken together with their adjacent nitrogen atom to form an optionally substituted monocyclic ring; X and Y are the same or different from each other and each is an oxygen atom or a NR⁶ wherein R⁶ is a hydrogen atom, alkyl, aryl, alkanoyl or aroyl.

BEST MODE FOR CARRYING OUT THE INVENTION

In this specification, the term "lower" means a straight or branched chain group having 1 to 8 carbon atoms, preferably 1 to 6 carbon atoms, more preferably 1 to 4 carbon atoms, unless otherwise specified.

The aryl in an optionally substituted aryl represented by R¹ may be an aryl having 6 to 14 carbon atoms, such as phenyl, naphthyl (e.g., 1-naphthyl, 2-naphthyl) and the like.

The substituent on an optionally substituted aryl represented by R¹ may for example be a lower alkyl (e.g., methyl, ethyl, propyl, butyl and the like), a lower alkenyl (e.g., vinyl, allyl, 2-butenyl and the like), a lower alkynyl (e.g., ethynyl, 2-propynyl 3-butynyl and the like), a cycloalkyl (e.g., cyclopropyl, cyclopentyl, cyclohexyl and the like), a cycloalkenyl (e.g., cyclopentenyl, cyclohexenyl and the like), a halogenated lower alkyl (e.g., trifluoromethyl, trichloromethyl, difluoromethyl, chloromethyl, 2-bromoethyl, 1,2-dichloropropyl and the like), a halogen atom (e.g., fluorine atom, chlorine atom, bromine atom, iodine atom), nitro, cyano, a lower alkylthio (e.g., methylthio, ethylthio, propylthio and the like), --NR⁸ R⁹ wherein R⁸ and R⁹ are the same or different from each other and each is a hydrogen atom, an optionally substituted lower allyl (e.g., methyl ethyl, propyl, 2-chloroethyl, methoxymethyl, 2-ethoxyethyl, benzyl, 4-chlorobenzyl, 2-oxopropyl, methoxycarbonylmethyl, ethoxycarbonylmethyl carbamoylmethyl and the like), formyl, a lower alkanoyl (e.g., acetyl, propionyl and the like), a lower alkoxycarbonyl (e.g., methoxycarbonyl, ethoxycarbonyl and the like), an optionally substituted aryl (e.g., phenyl, 2-chlorophenyl, 3-chlorophenyL 4-chlorophenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 1-naphthyl, 2-naphthyl and the like), an optionally substituted aroyl (e.g., benzoyl, 2-chlorobenzoyl, 3-chlorobenzoyl, 4-chlorobenzoyl, 2-methylbenzoyl, 3-methylbenzoyl, 4-methylbenzoyl, 2-methoxybenzoyl, 3-methoxybenzoyl, 4-methoxybenzoyl and the like), an optionally substituted lower alkylsulfonyl (e.g., methanesulfonyl, ethanesulfonyl, trifluoromethanesulfonyl and the like), an optionally substituted arylsulfonyl (e.g., benzenesulfonyl, 4-chlorobenzenesulfonyl, 4-methylbenzenesulfonyl and the like); or alternatively R⁸ and R⁹ may be taken together to form a cyclic system such as pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine and the like, --OR¹⁰ wherein R¹⁰ is a hydrogen atom, a lower alkyl (e.g., methyl, ethyl, propyl and the like), a lower alkenyl (e.g., vinyl, allyl 2-butenyl and the like), a lower alkynyl (e.g., ethynyl 2-propynyl, 3-butynyl and the like), an optionally substituted aryl (e.g., phenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2-methoxyphenyl 3-methoxyphenyl 4-methoxyphenyl, 1-naphthyl, 2-naphthyl and the like), an alkoxyalkyl (e.g., methoxymethyl, ethoxymethyl, 2-methoxyethyl and the like), or a lower alkanoyl (e.g., acetyl, propionyl and the like), a lower alkanoyl (e.g., acetyl, propionyl and the like), a lower alkoxycarbonyl (e.g., methoxycarbonyl, ethoxycarbonyl and the like), an optionally substituted aroyl (e.g., benzoyl, 2-chlorobenzoyl, 3-chlorobenzoyl, 4-chlorobenzoyl, 2-methylbenzoyl, 3-methylbenzoyL 4-methylbenzoyl, 2-methoxybenzoyl, 3-methoxybenzoyl, 4-methoxybenzoyl and the like), a lower alkylsulfonyl (e.g., mesyl and the like), phenyl, a phenyl(lower)alkyl (e.g., benzyl, phenethyl and the like), a phenyl(lower)alkenyl (e.g., styryl, cinnamyl and the like) and the like. Each of these substituents may be in any possible position on the respective aryl group, and may occur one to four times.

The alkyl in an optionally substituted alkyl represented by R¹ may be a straight or branched chain alkyl having 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, and is typically methyl, ethyl, propyl, isopropyl butyl, isobutyl, sec-butyl, tertbutyl and the like.

The substituent on an optionally substituted alkyl may for example be nitro, cyano, a halogen atom (e.g., fluorine atom, chlorine atom, bromine atom, iodine atom), a cycloalkyl (e.g., cyclopropyl cyclobutyl, cyclopentyl, cyclohexyl and the like), hydroxy, a lower alkoxy (e.g., methoxy, ethoxy, propoxy, isopropoxy, butoxy and the like), --NR⁸ R⁹ wherein R⁸ and R⁹ are defined as described above, a lower alkylthio (e.g., methylthio, ethylthio, propylthio and the like), a lower alkylsulfonyl (e.g., methanesulfonyl, ethanesulfonyl and the like), an optionally substituted aryl (similar to those exemplified as an optionally substituted aryl represented by R¹ described above), an optionally substituted heterocyclic group (e.g., pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl, isoxazol-3-yl, isoxazol-5-yl, pyrrol-2-yl, pyrazol-3-yl, furan-2-yl, furan-3-yl, thiophen-2-yl, thiophen-3-yl, imidazol-2-yl oxazol-2-yl, thiazol-2-yl and the like), ═O, ═NOR¹¹ wherein R¹¹ is the same or different from each other and a hydrogen atom, a lower alkyl (e.g., methyl, ethyl, propyl and the like), a lower alkenyl (e.g., allyl, 2-butenyl and the like), a lower alkynyl (e.g., 2-propynyL 3-butynyl and the like), or a lower alkanoyl (e.g., acetyl, propionyl and the like), an optionally substituted aroyl (e.g., benzoyl, 2-chlorobenzoyl, 3-chlorobenzoyl, 4-chlorobenzoyl, 2-methylbenzoyl, 3-methylbenzoyl, 4-methylbenzoyl, 2-methoxybenzoyl 3-methoxybenzoyl, 4-methoxybenzoyl and the like), a lower alkoxycarbonyl (e.g., methoxycarbonyl, ethoxycarbonyl and the like), an optionally substituted arylsulfonyl (e.g., benzenesulfonyl, 4-chlorobenzenesulfonyl, 4-methylbenzenesulfonyl and the like) and the like.

The cycloalkyl in an optionally substituted cycloalkyl represented by R¹ may be a cycloalkyl having 3 to 8 carbon atoms, preferably 3 to 6 carbon atoms. Typically, cyclopropyl, cyclopentyl and cyclohexyl may be mentioned.

The substituent on an optionally substituted cycloalkyl represented by R¹ may be similar to those exemplified as the substituent on an optionally substituted alkyl represented by R¹ described above.

R¹ is preferably methyl, ethyl, propyl, isopropyl, optionally substituted phenyl and the like.

Examples of an optionally substituted alkyl represented by R² may be those exemplified as an optionally substituted alkyl represented by R¹ described above.

Examples of an optionally substituted cycloalkyl represented by R² may be those exemplified as an optionally substituted cycloalkyl represented by R¹ described above.

The alkenyl in an optionally substituted alkenyl represented by R² may be an alkenyl having 2 to 6 carbon atoms, preferably 2 to 4 carbon atoms, and is typically 1-propenyl, isopropenyl, allyl, 2-butenyl and the like.

The alkynyl in an optionally substituted alkynyl represented by R² may be an alkynyl having 3 to 6 carbon atoms, preferably 3 to 4 carbon atoms, and is typically 2-propynyl, 3-butynyl and the like.

The alkyl in an optionally substituted alkylsulfonyl represented by R² may be those exemplified as an alkyl represented by R¹ described above.

The substituent on a substituted alkenyl, a substituted alkynyl and a substituted alkylsulfonyl represented by R² may be similar to those exemplified as the substituent on a substituted alkyl represented by R¹ described above.

Examples of an optionally substituted aryl represented by R² may be those exemplified as an optionally substituted aryl represented by R¹ described above.

Examples of an optionally substituted aryl on an optionally substituted arylsulfonyl represented by R² may be those exemplified as an optionally substituted aryl represented by R¹ described above.

An optionally substituted heterocyclic group represented by R² includes a nonsubstituted heterocyclic group as well as a substituted heterocyclic group. Examples of these heterocyclic groups are a 5- to 7-membered heterocyclic group containing 1 to 4 hetero atoms selected from the group consisting of nitrogen, sulfuir and oxygen atoms, and typically, pyridyl (e.g., pyridin-2-yl, pyridin-3-yL pyridin-4-yl), pyrimidinyl (e.g., pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl), isoxazolyl (e.g., isoxazol-3-yl, isoxazol5-yl and the like), thiadiazolyl (e.g., 1,3,4-thiadiazol-2-yl, 1,2,3-thiadiazol-4-yl and the like), pyridazinyl (e.g., pyridazin-3-yl, pyridazin-4-yl and the like), pyrrolyl (e.g., pyrrol-1-yl, pyrrol-2-yl and the like), pyrazolyl (e.g., pyrazol-1-yl, pyrazol-3-yl and the like), furyl (e.g., furan-2-yl, furan-3-yl), thienyl (e.g., thiophen-2-yl, thiophen-3-yl), imidazolyl (e.g., imidazol-1-yl, imidazol-2-yl and the like), oxazolyl (e.g., oxazol-2-yl, oxazol-4-yl and the like), thiazolyl (e.g., thiazol-2-yl and the like), oxadiazolyl (e.g., 1,3,4-oxadiazol-2-yl, 1,2,4-oxadiazol-5-yl and the like), pyrazinyl (e.g., pyrazin-2-yl and the like), quinolyl (e.g., quinolin-2-yl and the like) and indolyl (e.g., indolin-1-yl, indolin-2-yl and the like) and the like.

Each of these heterocyclic groups may have a bond in any possible position.

The substituent on a substituted heterocyclic group represented by R² may be similar to those exemplified as the substituent on a substituted aryl represented by R¹ described above. Each of these substituents may be in any possible position on the respective heterocyclic group, and may occur one to three times.

R² is preferably methyl, methoxymethyl, ethyl, allyl, cinnamyl, 2-propynyl 2-butynyl, 2-pyridyl, optionally substituted phenyl, optionally substituted benzyl, optionally substituted 2-pyridylmethyl, optionally substituted 3-pyxidylmethyl, optionally substituted 4-pyridylmethyl, optionally substituted 1-naphthyl, optionally substituted 2-naphthyl, optionally substituted 2-thenyl, optionally substituted 3-thenyl and the like. In the case R² is an optionally substituted benzyl, the substituent is not a group represented by formula: ##STR4## wherein (R¹²)₂ is H₂, ═O, ═CH.OH, ═CHOCH₃, ═N.OH or ═N.OCH₃ ; and R¹³ represents an alkoxy or a monoalkylamino.

The alkoxy represented by R¹³ may be an alkoxy having 1 to 4 carbon atoms, and is typically methoxy, ethoxy, propoxy, butoxy and the like.

The monoalkylamino represented by R¹³ may be a monoalkylamino containing an alkyl having 1 to 4 carbon atoms, and is typically monomethylamino, monoethylamino and the like.

Examples of an optionally substituted alkyl represented by R³ may be those exemplified as an optionally substituted alkyl represented by R¹ described above.

Examples of an optionally substituted cycloalkyl represented by R³ may be those exemplified as an optionally substituted cycloalkyl represented by R¹ described above.

Examples of an optionally substituted alkenyl represented by R³ may be those exemplified as an optionally substituted alkenyl represented by R² described above.

Examples of an optionally substituted alkvnyl represented by R³ may be those exemplified as an optionally substituted alkyi represented by R² described above.

Examples of an optionally substituted alkylsulfonyl represented by R³ may be those exemplified as an optionally substituted alkylsulfonyl represented by R² described above.

Examples of an optionally substituted aryl represented by R³ may be those exemplified as an optionally substituted aryl represented by R¹ described above.

Examples of an optionally substituted arylsulfonyl represented by R³ may be those exemplified as an optionally substituted arylsulfonyl represented by R² described above.

Examples of an optionally substituted heterocyclic group represented by R³ may be those exemplified as an optionally substituted heterocyclic group represented by R² described above.

R³ is preferably methyl, ethyl, propyl, isopropyl, allyl, cinnamyl, 2-propynyl, 2-butynyl, 2-pyridyl, optionally substituted benzyl, optionally substituted 2-phenylethyl, optionally substituted 2-pyridylmethyl, optionally substituted 3-pyridylmethyl, optionally substituted 4-pyridylmethyl, optionally substituted benzenesulfonyl and the like.

Examples of an optionally substituted alkyl represented by each of R⁴ and R⁵ may be those exemplified as an optionally substituted alkyl represented by R¹ described above.

Examples of an optionally substituted cycloalkyl represented by each of R⁴ and R⁵ may be those exemplified as an optionally substituted cycloalkyl represented by R¹ described above.

Examples of the alkoxy in an optionally substituted alkoxy represented by each of R⁴ and R⁵ may for example be an alkoxy having 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, and is typically, methoxy, ethoxy, propoxy, isopropoxy, butoxy and the like.

Examples of the substituent on an optionally substituted alkoxy represented by each of R⁴ and R⁵ may be similar to those exemplified as the substituent on a substituted alkyl represented by R¹ described above.

R⁴ and R⁵ may be the same or different from each other. Alternatively, R⁴ and R⁵ may be taken together to form an optionally substituted monocyclic ring or polycyclic ring. Such monocyclic ring or polycyclic ring means a 4- to 8-membered cyclic system formed together with the nitrogen atom to which the two substituents are bound and optionally containing a hetero atom (e.g., oxygen, nitrogen, sulfur and the like), as well as the polycyclic ring formed as a result of condensation of these rings with other rings. Examples of such monocyclic ring and polycyclic ring are pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, hexamethyleneimine, oxazolane, diazepane, tetrahydroquinoline, tetrahydroisoquinoline and the like. The substituent on each of these cyclic systems may be those exemplified as the substituent on an optionally substituted alkyl represented by R¹ described above, as well as an optionally substituted lower alkyl (e.g., methyl, ethyl, propyl, 2-chloroethyl, methoxymethyl 2-ethoxyethyl, benzyl, 4-chlorobenzyl, 2-oxopropyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, carbamoylmethyl and the like), formyl, a lower alkanoyl (e.g., acetyl, propionyl and the like) and the like. Each of these substituents may be in any possible position on the respective cyclic system, and may occur one to four times.

The group --NR⁴ R⁵ is preferably --NH₂, --NHMe, --NMe₂, --NEt₂, --N(Me)Et, --N(OMe)Me, optionally substituted 1-pyrrolidinyl, optionally substituted piperidino, optionally substituted morpholino, optionally substituted 4-thiomorpholinyl, optionally substituted 1-piperazinyl, optionally substituted 2-oxazolanyl, optionally substituted diazepan-1-yl.

Examples of an optionally substituted alkyl represented by R⁶ may be those exemplified as an optionally substituted alkyl represented by R¹ described above.

Examples of an optionally substituted aryl represented by R⁶ may be those exemplified as an optionally substituted aryl represented by R¹ described above.

The optionally substituted alkanoyl represented by R⁶ may be an optionally substituted alkanoyl having 2 to 6 carbon atoms, preferably 2 to 4 carbon atoms, and is typically acetyl, propionyl, trifluoroacetyl and the like.

The optionally substituted aroyl represented by R⁶ may be an optionally substituted aroyl having 7 to 16 carbon atoms, preferably 7 to 12 carbon atoms, and is typically benzoyl, 2-methylbenzoyl, 3-methylbenzoyl, 4-methylbenzoyl, 2-chlorobenzoyl, 3-chlorobenzoyl, 4-chlorobenzoyl, 4-methoxybenzoyl and the like.

Preferred examples of X are an oxygen atom, --NH--, --N(Me)--, --N(Ph)-- and the like.

Preferred examples of Y are an oxygen atom, --NH--, --N(Me)--, --N(Et)--, --N(Ph)--, --N(Ac)--, --N(Bz)-- and the like.

Examples of an alkyl represented by R⁷ may be those exemplified as an alkyl represented by R¹ described above.

R⁷ is preferably a hydrogen atom, methyl and ethyl.

While a compound according to the present invention occurs as any of the two isomers, i.e., an E form and a Z form, with respect to its imino moiety, the present invention encompasses these isomers as well as a mixture of these isomers in any ratio. Such isomerism is designated in the present invention using a wave-shaped line (˜) in a formula.

A compound according to the present invention may also form a salt in its amino group when its hydrazone moiety or its primary to tertiary amino group is substituted, and such salt may be a mineral acid salt (e.g., hydrochlorides, sulfates, nitrates and the like) as well as an organic acid salt (e.g., acetates, maleates and the like).

A compound according to the present invention may be in a form of a hydrate.

Compound (I) according to the present invention (i.e., a compound represented by Formula (I); Hereinafter the same abbreviation may apply analogously to a compound represented by another formula) and Compound (II) may for example be produced via a synthetic route shown below.

Route 1 ##STR5## wherein each radical is defined as described above.

Thus, a compound according to the present invention represented by Formula (Ia) can be prepared by reacting a hydroxylamine derivative or a hydrazine derivative represented by Formula (IV) or its salt (e.g., hydrochloride, sulfate) with Compound (III) in a suitable solvent (a single solvent or a solvent mixture).

When a salt is employed, the reaction may be performed after neutralization with a base. Examples of a base which may be employed are metal hydroxides (e.g., sodium hydroxide, potassium hydroxide and the like), metal carbonates (e.g., sodium carbonate, potassium carbonate and the like), metal acetates (sodium acetate, potassium acetate and the like), metal alkoxides (e.g., sodium methoxide, sodium ethoxide and the like), pyridine and the like, and the amount to be used is 1 to 3 equivalents, relative to a salt of Compound an, preferably 1 to 2 equivalents.

In this reaction, Compound (V) can be used in an amount of 1 equivalent or more, relative to Compound (III), preferably 1 to 3 equivalents.

Examples of a solvent which can be employed are aromatic hydrocarbons (toluene, benzene, xylene and the like), saturated hydrocarbons (e.g., cyclohexane, hexane and the like), alcohols (e.g., methanol ethanol, propanol and the like), ethers (e.g., tetrahydrofuran, dioxane and the like), acetic acid, water as well as a mixture thereof.

The reaction temperature may be 0 to 160° C., preferably 20 to 130° C. While the reaction time varies depending on reactants, a time of 0.5 to 90 hours may be sufficient.

A desired Compound (Ia) thus obtained may be purified by a standard method (e.g., column chromatography, recrystallization and the like).

Compound (III) employed as a starting material in this reaction may be prepared by a method described in Reference Example 1 discussed later in this specification or an analogous method.

A hydroxylamine derivative or a hydrazine derivative represented by Formula (IV) is known per se, or, may be prepared by a known method similar to that described in Methoden der Organischen Chemie, Vol.X/1 and X/2 by Houben-Weyl.

Route 2 ##STR6## wherein L represents a halogen atom (e.g., chlorine atom, bromine atom and the like), an alkylsulfonyloxy (e.g., methylsulfonyloxy, ethylsulfonyloxy and the like) or an arylsulfonyloxy which may be substituted by a halogen atom or a lower alkyl (e.g., benzensulfonyloxy, p-toluenesulfonyloxy, m-toluenesulfonyloxy, o-toluenesulfonyloxy and the like), and other radicals are defined as described above.

Thus, a compound according to the present invention represented by Formula (Ia') can be prepared by reacting Compound (V) and Compound (VI) in the presence of a base in a suitable solvent (a single solvent or a solvent mixture).

In this reaction, Compound (VI) can be used in an amount of 1 equivalent or more, relative to Compound (V), preferably 1 to 2 equivalents.

Examples of a base which may be employed are metal hydroxides (e.g., sodium hydroxide, potassium hydroxide and the like), metal hydrides (e.g., sodium hydride, potassium hydride and the like), metal alkoxides (e.g., sodium methoxide, sodium ethoxide, potassium t-butoxide and the like), metal carbonates (e.g., sodium carbonate, potassium carbonate and the like) and the like, and the amount to be used is 1 equivalent or more, relative to Compound (V), preferably 1 to 2 equivalents.

Examples of a solvent which can be employed are N,N-dimethylformamide (DMF), dimethylsulfoxide (DMSO), aromatic hydrocarbons (toluene, benzene, xylene and the like), saturated hydrocarbons (e.g., cyclohexane, hexane and the like), ethers (e.g., tetrahydrofuran, dioxane and the like), ketones (e.g., acetone, methylethylketone and the like), water as well as a mixture thereof.

The reaction temperature may be -30 to 150° C., preferably -10 to 100° C. While the reaction time varies depending on reactants, a time of 0.5 to 90 hours may be sufficient.

A desired Compound (Ia') thus obtained may be purified by a standard method e.g., column chromatography, recrystallization and the like).

Compound (V) employed as a starting material in this reaction may be repared by a method described in WO 96/11183 or an analogous method.

Route 3 ##STR7## wherein R^(7') represents an allyl and other radicals are defined as described above.

Thus, a compound according to the present invention represented by Formula (Ia) can be prepared by reacting Compound (IIa) and Compound (VII) in the presence or absence of a suitable solvent (a single solvent or a solvent mixture).

In this reaction, Compound (VII) can be used in an amount of 1 equivalent or more, relative to Compound (IIa), preferably 1 to 30 equivalents.

Examples of a solvent which can be employed are hydrocarbons (e.g., benzene, toluene, xylene and the like), halogenated hydrocarbons (e.g., chloroform, 1,2-dichloroethane and the like), ethers (e.g., tetrahydrofuiran, dioxane and the like), alcohols (e.g., methanol, ethanol, n-propanol, isopropanol and the like), N,N-dimethylformamide (DMF), dimethylsulfoxide (DMSO), saturated hydrocarbons (e.g., cyclohexane, hexane and the like), nitrites (e.g., acetonitrile and the like), water as well as a mixture thereof.

The reaction temperature may be -30 to 160° C., preferably -10 to 120° C. While the reaction time varies depending on reactants, a time of 0.5 to 120 hours may be sufficient.

A desired Compound (Ia) thus obtained may be purified by a standard method (e.g., column chromatography, recrystallization and the like).

Compound (IIa) employed as a starting material in this reaction may be prepared via Route 4 and Route 5 shown below.

Route 4 ##STR8## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (IIa) can be prepared by reacting Compound (VII) and Compound (IV) in a suitable solvent (a single solvent or a solvent mixture) similarly as in Scheme 1 described above.

A desired Compound (IIa) thus obtained may be purified by a standard method (e.g., column chromatography, recrystallization and the like).

Compound (VIII) employed as a starting material in this reaction may be prepared by a method described in Reference Example 2 discussed later in this specification or an analogous method.

Route 5 ##STR9## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (IIa') can be prepared by reacting Compound (IX) and Compound (VI) in the presence of a base in a suitable solvent (a single solvent or a solvent mixture) similarly as in Scheme 2 described above.

A desired Compound (IIa') thus obtained may be purified by a standard method (e.g., column chromatography, recrystallization and the like).

Compound (IX) employed as a starting material in this reaction may be prepared by a method described in W096/11183 or an analogous method.

Route 6 ##STR10## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (IIb) can be prepared by reacting an acid or a base with Compound (IIa) in a suitable solvent.

Example of an acid which may be employed are hydrochloric acid, hydrobromic acid, trifluoroacetic acid, p-toluenesulfonic acid and the like, and each may be used in an amount of 0.1 equivalent or more, relative to Compound (IIa), preferably 0.1 to 3 equivalents.

Examples of a base which may be employed are sodium hydroxide, potassium hydroxide, and the like, and each may be used in an amount of 1 equivalent or more, preferably 1 to 3 equivalents.

Examples of a solvent which can be employed are hydrocarbons (e.g., benzene, toluene, xylene and the like), halogenated hydrocarbons (e.g., chloroform, 1,2-dichloroethane and the like), ethers (e.g., tetrahydrofuran, dioxane and the like), alcohols (e.g., methanol, ethanol, n-propanol, isopropanol and the like), water as well as a mixture thereof.

The reaction temperature may be 0 to 150° C., preferably 20 to 100° C. The reaction time is generally 15 minutes to 100 hours.

A desired Compound (IIb) thus obtained may be purified by a standard method (e.g., column chromatography, recrystallization and the like).

A compound represented by Formula (II): ##STR11## wherein the radicals are defined as described above, consisting of Compound (IIa) and Compound (IIb) obtained in Scheme 4, Scheme 5 and Scheme 6 described above, is a novel compound, and encompassed in the present invention. ##STR12## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (Ia) can be prepared by reacting Compound (IIb) and Compound (VII) in the presence of a suitable condensing agent in a suitable solvent (a single solvent or a solvent mixture).

In this reaction, Compound (VII) may be used in an amount of 1 equivalent or more, relative to Compound (IIb), preferably 1 to 5 equivalents.

Examples of a condensing agent are N,N'-dicyclohexylcarbodiimide, 1,1'-carbonyldidazole, diphenylphosphoric acid azide, diethylphosphoric acid cyanide, ethyl chlorocarbonate, isopropyl chlorocarbonate and the like, and each may be used in an amount of 1 equivalent or more, relative to Compound (IIb) preferably 1 to 3 equivalents.

An organic base such as triethylamine, diisopropylethylamine, pyridine and the like, or an inorganic base such as sodium hydroxide, potassium hydroxide may be used in an amount of 1 to 5 equivalents or more, relative to Compound (IIb), preferably 1 to 2 equivalents.

Examples of a solvent which can be employed are hydrocarbons (e.g., benzene, toluene, xylene and the like), halogenated hydrocarbons (e.g., chloroform, 1,2-dichloroethane and the like), ethers (e.g., tetrahydrofuran, dioxane and the like), alcohols (e.g., methanol, ethanol, n-propanol, isopropanol and the like), N,N-dimethylformamide (DMF), dimethylsulfoxide (DMSO), saturated hydrocarbons (e.g., cyclohexane, hexane and the like), nitrites (e.g., acetonitrile and the like) as well as a mixture thereof.

The reaction temperature may be -30 to 100° C., preferably -20 to 80° C. While the reaction time varies depending on reactants, a time of 0.5 to 120 hours may be sufficient.

A desired Compound (Ia) thus obtained may be purified by a standard method (e.g., column chromatography, recrystallization and the like).

Route 7 ##STR13## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (X) can be prepared by chlorinating Compound (IIb) in a suitable solvent (a single solvent or a solvent mixture).

Examples of a chlorinating agent are thionyl chloride, oxalyl chloride, phosphorus oxychloride, phosphorus pentachloride, carbon tetrachloridetriphenylphosphine and the like, and each may be used in an amount of 1 to 5 equivalents, relative to Compound (IIb), preferably 1 to 2 equivalents.

A small amount of N,N-dimethylformamide (DMF) may be used as a reaction catalyst.

Examples of a solvent which can be employed are hydrocarbons (e.g., benzene, toluene, xylene and the like), halogenated hydrocarbons (e.g., chloroform, 1,2-dichloroethane and the like), ethers (e.g., tetrahydrofuran, dioxane and the like), nitrites (e.g., acetonitrile and the like) as well as a mixture thereof.

The reaction temperature may be -20 to 120° C., preferably 0 to 100° C. While the reaction time varies depending on reactants, a time of 0.5 to 60 hours may be sufficient.

A desired Compound (X) thus obtained may be used in the subsequent step as a reaction solution or a crude product, or after being purified by a standard method (e.g., distillation, crystallization and the like). ##STR14## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (Ia) can be prepared by reacting Compound (X) and Compound (VII) in a suitable solvent (a single solvent or a solvent mixture).

In this reaction, Compound (VI) may be used in an amount of 1 equivalent or more, relative to Compound (X), preferably 1 to 5 equivalents.

An organic base such as triethylamine, diisopropylethylamine, pyridine and the like, or an inorganic base such as sodium hydroxide, potassium hydroxide may be used in an amount of 1 to 5 equivalents or more, relative to Compound (X), preferably 1 to 2 equivalents.

Examples of a solvent which can be employed are hydrocarbons (e.g., benzene, toluene, xylene and the like), halogenated hydrocarbons (e.g., chloroform, 1,2-dichloroethane and the like), ethers (e.g., tetrahydrofuran, dioxane and the like), nitrites (e.g., acetonitrile and the like), water as well as a mixture thereof

The reaction temperature may be -30 to 100° C., preferably -10 to 80° C. While the reaction time varies depending on reactants, a time of 0.5 to 24 hours may be sufficient.

A desired Compound (Ia) thus obtained may be purified by a standard method (e.g., column chromatography, recrystallization and the like).

Route 8 ##STR15## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (XII) can be prepared by reacting Compound (IV) with Compound (XI) in a suitable solvent (a single solvent or a solvent mixture) similarly as in Scheme 1 described above.

A desired Compound (XII) thus obtained may be used in the subsequent step, as a reaction solution or a crude product, or after being purified by a standard method (e.g., distillation, crystallization and the like).

Compound (XI) employed as a starting material in this reaction is known per se, or may be prepared by a known method similar to that described in Synthesis, page 290 (1993). ##STR16## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (XIII) can be prepared by reacting Compound (XII) with selenium dioxide in a suitable solvent (a single solvent or a solvent mixture).

In this reaction, selenium dioxide may be used in an amount of 1 equivalent or more, relative to Compound (XII), preferably 1 to 3 equivalents.

Examples of a solvent which can be employed are aromatic hydrocarbons (toluene, benzene, xylene and the like), halogenated aromatic hydrocarbons (e.g., chlorobenzene, dichlorobenzene and the like), saturated hydrocarbons (e.g., cyclohexane, hexane and the like), alcohols (e.g., methanol, ethanol, propanol and the like), ethers (e.g., tetrahydrofuran, dioxane and the like), acetic acid, water as well as a mixture thereof.

The reaction temperature may be 30 to 180° C., preferably 50 to 160° C. While the reaction time varies depending on reactants, a time of 0.5 to 50 hours may be sufficient.

A desired Compound (XIII) thus obtained may be used in the subsequent step, as a reaction solution or a crude product, or after being purified by a standard method (e.g., distillation, crystallization and the like). ##STR17## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (XIV) can be prepared by reacting Compound (XIII) and Compound (VII) in the presence or absence of a suitable solvent (a single solvent or a solvent mixture) similarly as in Scheme 3 described above.

A desired Compound (XIV) thus obtained may be used in the subsequent step, as a reaction solution or a crude product, or after being purified by a standard method (e.g., distillation, crystallization and the like). ##STR18## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (Ib) can be prepared by reacting a hydroxylamine derivative or a hydrazine derivative represented by Formula (XV) or its salt (e.g., hydrochloride, sulfate) and Compound (XIV) in a suitable solvent (a single solvent or a solvent mixture) similarly as in Scheme 1 described above.

A desired Compound (Ib) thus obtained may be purified by a standard method (e.g., column chromatography, recrystallization and the like).

A hydroxylamine derivative or a hydrazine derivative represented by Formula (XV) is known per se, or, may be prepared by a known method similar to that described in Methoden der Organischen Chemie, Vol.X/1 and X/2 by Houben-Weyl.

Route 9 ##STR19## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (Ic) can be prepared by reacting Compound (Ib') and Compound X in the presence of a base in a suitable solvent (a single solvent or a solvent mixture).

In this reaction, Compound (XVI) may be used in an amount of 1 equivalent or more, relative to Compound (Ib'), preferably 1 to 10 equivalents.

Examples of a base which may be employed are metal hydroxides (e.g., sodium hydroxide, potassium hydroxide and the like), metal hydrides (e.g., sodium hydride, potassium hydride and the like), metal alkoxides (e.g., sodium methoxide, sodium ethoxide, potassium t-butoxide and the like), metal carbonates (e.g., sodium carbonate, potassium carbonate and the like), pyridine, triethylamine and the like, and the amount to be used is 1 equivalent or more, relative to Compound (Ib'), preferably 1 to 20 equivalents.

Examples of a solvent which can be employed are N,N-dimethylformamide (DMF), dimethylsulfoxide (DMSO), aromatic hydrocarbons (toluene, benzene, xylene and the like), saturated hydrocarbons (e.g., cyclohexane, hexane and the like), ethers (e.g., tetrahydrofuran, dioxane and the like), ketones (e.g., acetone, methylethylketone and the like), water as well as a mixture thereof.

The reaction temperature may be -30 to 150° C., preferably -10 to 100° C. While the reaction time varies depending on reactants, a time of 0.1 to 90 hours may be sufficient.

A desired Compound (Ic) thus obtained may be purified by a standard method (e.g., column chromatography, recrystallization and the like).

Route 10 ##STR20## wherein the radicals are defined as described above.

Thus, a compound represented by Formula (Id) can be prepared by reacting Compound (Ib) with a sulfurizing agent in a suitable solvent (a single solvent or a solvent mixture).

As a sulfurizing agent, phosphorus pentasulfide or Lawson's reagent may be mentioned, and each is used in an amount of 1 to 5 equivalents, relative to Compound (Ib), preferably 1 to 2 equivalents.

Examples of a solvent which can be employed are hydrocarbons (benzene toluene, xylene and the like), pyridine as well as a mixture thereof.

The reaction temperature may be 10 to 200° C., preferably 60 to 150° C. While the reaction time varies depending on reactants, a time of 0.5 to 48 hours may be sufficient.

A desired Compound (Id) thus obtained may be purified by a standard method (e.g., column chromatography, recrystallization and the like).

Compound (I) according to the present invention or its salt or hydrate is effective against pathogenic microbes (fungi) and soil fungi on crop plants or their seeds such as rice, wheat, barley, rye, corn, millet, foxtail millet, buckwheat, soybean, redbean, peanut, and the like, fruit trees such as citrus fruits, grape, apple, pear, peach and the like, or vegetables such as cucumber, eggplant, tomato, pumpkin, kidney bean and the like. The compound of this invention shows a potent fungicidal activity particularly against a rice blight microorganism (Pyricularia oryzae), a sheath blight microorganism (Rhizoctonia solani), a wheat powdery mildew microorganism (Erysiphe graminis), a cucumber mildew microorganism (Sphaerotheca fuliginea), a tobacco mildew microorganism (Erysiphe cichoracearum), a potato late blight microorganism (Phylophthora infestans), a cucumber downy mildew microorganism (Pseudoperonospora cubensis), a soybean downey mildew microorganism (Peronospora manshurica), a grape downy mildew microorganism (Plasaopara viticola), a grey mold microorganism (Botrytis cinerea) of vegetables, grape and the like, a cucumber seedle damping off microorganism (Pythium aphanidermatum), a sclerotium disease microorganism (Sclerotinia sclerotiorum) of buckwheat, soybean, rape and the like, a stem rot microrganism (Corticium rolfsii) of soybean, redbean, potato, peanut and the like, a wheat eyespot disease microorganism (Pseudocercosporella herpotrichoides) and the like. Therefore, Compound (I) according to the present invention or its salt or hydrate is useful as a fungicide, particularly as an agricultural fungicide.

Application of Compound (I) according to the present invention or a salt or a hydrate thereof as agrochemicals may be to a plant may be performed by any conventional procedure such as atomizing, scattering or spreading of an active compound, or, alternatively, the application may be performed by mans of a treatment of a seed of a plant, a soil where a plant grows, a soil for seeding, a paddy field or a water for perfusion with an active compound. Application may be performed before or after an infection with a phytopathogenic microorganism.

A compound according to the present invention can be used as an agrochemical formulation suitable for an agricultural fungicide, such as a solution, a wettable powder, an emulsion, a suspension, a concentrated liquid preparation, a tablet, a granule, an aerosol, a powder, a paste, a fumigant and the like.

Such formulation can be prepared in a conventional manner by mixing at least one compound according to the present invention with an appropriate solid or liquid carrier and, if necessary, an appropriate adjuvant (e.g., surfactant, spreader, dispersant, stabilizer and the like) for improving the dispersibility and other properties of an active ingredient.

Examples of a solid carrier or a diluent are a botanical material (e.g., flour, tobacco stalk powder, soybean powder, walnut-shell powder, vegetable powder, saw dust, bran, bark powder, cellulose powder, vegetable extract residue and the like), a fibrous material (e.g., paper, corrugated cardboard, old rag and the like), an artificial plastic powder, a clay (e.g., kaolin, bentonite, fuller's earth and the like), talc, other inorganic materials (e.g., pyrophyllite, sericite, pumice, sulfuir powder, activated carbon and the like), a chemical fertilizer (e.g., ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, ammonium chloride and the like) and the like.

Examples of a liquid carrier or a diluent are water, alcohols (e.g., methanol, ethanol and the like), ketones (e.g., acetone, methyl ethyl ketone and the like), ethers (e.g., diethylether, dioxane, cellosolve, tetrahydrofuran), aromatic hydrocarbons (e.g., benzene, toluene, xylene, methylnahthalene and the like), aliphatic hydrocarbons (e.g., gasoline, kerosene, lamp oil and the like), esters, nitrites, acid amides (e.g. dimethylformamide, dimethylacetamide and the like), halogenated hydrocarbons (e.g., dichloroethane, carbon tetrachloride and the like) and the like.

Examples of a surfactant are an alkyl sulfiric, an alyl ester, an alkylaryl sulfuric ester, a polyethylene glycol ether, a polyhydric alcohol ester and the like. Examples of a spreader or a dispersant are casein, gelatin, starch powder, carboxymethylcellulose, gum arabic, alginic acid, lignin, bentonite, molasses, polyvinyl alcohol, pine oil, agar and the like. Examples of a stabilizer are PAP (a mixture of isopropylphosphate), tricresyl phosphate (TCP), tall oil, an epoxidized oil, a surfactant, a fatty acid and its ester and the like.

A composition according to the present invention may contain other fungicides, insecticides, herbicides or fertilizers in addition to the ingredients listed above.

In general, a composition described above contains at least one compound of Formula (I) of the present invention or its salt or hydrate in a concentration of 0.1 to 95% by weight, preferably 1.0 to 80% by weight. The composition can be used as it is or in a diluted form, and about 1.0 g to 5 kg/ha, preferably about 10 g to 1.0 kg/ha, of a compound according to the present invention is used in a concentration of normally about 1 to 5,000 ppm, preferably about 10 to 1,000 ppm.

A compound of Formula (I) according to the present invention or its salt or hydrate is useful as a prophylactic or therapeutic agent in mammals including human against tachykinin receptor antagonism-related inflammatory diseases, gastrointestinal diseases, vomiting, dysuria, pain, migraine, neuralgia, Alzheimer's disease, immunopotentiation or immunosuppression-related diseases, rheumatoid diseases, allergic diseases and the like.

A compound of Formula (I) according to the present invention or its salt or hydrate may be administered as a pharmaceutical via any route such as oral, topical and parenteral routes.

A compound according to the present invention may be used as a pharmaceutical formulation for a medical use such as a powder, a fine granule, a granule, a tablet, a capsule, a solution for injection and the like.

Such formulation may be obtained by an ordinary process in which at least one of the compounds according to the present invention is mixed with a suitable solid or liquid carrier, and, if desired, an excipient (e.g., starch, lactose, sugar, potassium carbonate, calcium phosphate and the like), a binder (e.g., starch, gum arabic, carboxymethylcellulose, hydroxypropylcellulose, crystalline cellulose, alginic acid, gelatin, polyvinylpyrrolidone and the like), a glidant (e.g., stearic acid, magnesium stearate, calcium stearate, talc and the like), a disintegrant (e.g., potassium carboxymethylcellulose, talc and the like), a diluent (e.g., physiological saline and the like).

In general, a pharmaceutical described above may be given in a dose which may vary depending on the administration route as well as the symptoms and the ages of the subjects, and the daily dose, as at least one Compound (I) according to the present invention or its salt or hydrate, may be about 0.001 mg to 50 mg, preferably about 0.01 mg to 10 mg, per kg body weight, which may be given as being divided to 3 dosages or less a day.

EXAMPLES

The following Examples and Test Examples further illustrate the present invention in detail, but are not to be construed to limit the scope thereof The ¹ H-NMR (CDCl₃) data in Examples and Tables shown later were determined at 270 MHz in CDC13 using tetramethylsilane as an internal standard and indicated in δ values (ppm). The coupling constants (J) are indicated in Hz. In the data, s is a singlet, d is a doublet, t is a triplet, q is a quartet, AB is a ABq type quartet, sept is a septet and m is a multiplet.

Reference Example 1

Synthesis of 2-methoxyimino-N,N-dimethylacetoacetamide

18.04 g (0.2 mol) of a 50% aqueous solution of dimethylamine in 10 ml toluene was cooled in an ice bath and combined with 8.41 g (0.1 mol) of a diketene in 20 ml of toluene and stirred for 1 hour at room temperature. After distilling water off azeotropically, 200 ml of ethyl acetate was added and the mixture was dried over with anhydrous sodium sulfate to distill the solvent off. To the residue thus obtained, 7.63 g (0.105 mol) of sodium nitrite was added and the mixture was cooled in an ice bath and then 10 ml (0.12 mol) of a concentrated hydrochloric acid was added dropwise. After stirring for 0.5 hour at room temperature, the reaction mixture was cooled again in an ice bath, and 5.42 g (0.13 mol) of sodium hydroxide was added. The solution thus obtained was added to a solution of 18.92 g (0.15 mol) of dimethyl sulfate and 1.61 g (0.05 mol) of tetrabutylammonium bromide in 50 ml of toluene dropwise while cooling with an ice, and the mixture was stirred for 4 hours at room temperature. The reaction mixture was extracted four times with 150 ml of ethyl acetate and dried over with anhydrous magnesium sulfate, and then the solvent was distilled ofE and finally the residue thus obtained was purified by a column chromatography on a silica gel (n-hexane/ethyl acetate) to obtain 13.46 g (yield: 78%) of 2-methoxyimino-N,N-dimethylacetoacetamide as a colorless crystal.

(Melting point: 73.5 to 75° C.)

Example 1 Synthesis of 2-methoxyimino-N,N-dimethyl-3-(N-methyl-N-phenylhydrazono)butyramide (Compound No.1-1)

1.0 g (5.8 mmol) of 2-methoxyimino-N,N-dimethylacetoacetamide was dissolved in 15 ml of ethanol and 0.5 ml of acetic acid, and 0.78 g (6.4 mmol) of N-methyl-N-phenylhydrazine was added and the mixture was stirred for 24 hours at room temperature. After distilling the solvent of water was added and the mixture was extracted three times with 20 ml of diethylether. After washing with a dilute hydrochloric acid, water and a saturated aqueous sodium chloride, the mixture was dried over with anhydrous magnesium sulfate, and the solvent was distilled of, and finally the residue thus obtained was purified by a column chromatography on a silica gel (n-hexane/ethyl acetate) to obtain 1.38 g (yield: 86%) of 2-methoxyimino-N,N-dimethy-3-(N-methyl-N-phenylhydrazono)butyramide as a yellow oil.

¹ H-NMR(CDCl₃) δ ppm:2.13(3H, s), 2.90(3H,s), 3.07(3H, s), 3.29(3H, s), 3.99(3H, s), 6.90-7.02(3H, m), 7.33-7.29(2H, m)

Example 2

Synthesis of 3-(4-methylbenzyloxyimino)-2-methoxyimino-N,N-dimethylbutyramide (Compound No.C-376)

To a solution of 600 mg (3.2 mmol) of 3-hydroxyimino-2-methoxyimino-N,N-dimethylbutyramide in 20 ml of acetone, 500 mg (3.5 mmol) of 4-methylbenzylchloride and 660 mg (4.8 mmol) of potassium carbonate were added and the mixture was heated under reflux for 16 hours. The reaction mixture was combined with 30 ml of water and extracted three times with 30 ml of diethylether. After washing with water and a saturated aqueous sodium chloride, the mixture was dried over with aanhydrous magnesium sulfate and then the solvent was distilled off. The residue thus obtained was purified by a column chromatography on a silica gel (n-hexane/ethyl acetate) to obtain 900 mg (yield: 96%) of 3-(4-methylbenzyloxyimino)-2-methoxyimino-N,N-dimethylbutyramide as a colorless crystal.

(Melting point: 68 to 69° C.)

Reference Example 2 Synthesis of methyl 2-benzyloxyiminoacetoacetate

(1) Synthesis of methyl 2-hydroxyiminoacetoacetate

To a solution of 46.45 g (0.4 mol) of methyl acetoacetate in 200 ml of diethylether, 30.4 g (0.44 mol) of sodium nitrite was added and the mixture was cooled in an ice bath and treated dropwise with 40 ml (0.48 mol) of a concentrated hydrochloric acid. After stirring for 1 hour at room temperature, 200 ml of water was added and the mixture was extracted three times with 200 ml of diethylether. After washing with water and a saturated aqueous sodium chloride followed by drying over with anhydrous magnesium sulfate, the solvent was distilled off to obtain 50.09 g (yield: 86%) of a crude methyl 2-hydroxyiminoacetoacetate as a pale yellow oil.

(2) Synthesis of methyl 2-benzyloxyiminoacetoacetate

To a solution of 15.0 g (103 mmol) of methyl 2-hydroxyiminoacetoacetate in 200 ml of acetone, 14.4 g (113 mmol) of benzyl chloride and 21.4 g (155 mmol) of potassium carbonate were added and the mixture was heated under reflux for 15 hours. The reaction mixture was combined with 200 ml of water and extracted three times with 200 ml of diethylether. After washing with water and a saturated aqueous sodium chloride followed by drying over with anhydrous magnesium sulfate, the solvent was distilled off. The residue thus obtained was purified by a column chromatography on a silica gel (n-hexane/ethyl acetate) to obtain 18.7 g (yield: 77%) of methyl 2-benzyloxyiminoacetoacetate as a colorless crystal.

(Melting point: 35 to 36° C.)

Example 3 Synthesis of methyl 2-benzyloxyimino-3-methoxyiminobutyrate (Compound No.x-10)

To a solution of 4.0 g (17 mol) of methyl 2-benzyloxyiminoacetoacetate in 50 ml of methanol, 1.56 g (18.7 mmol) of methoxyamine hydrochloride was added and the mixture was heated under reflux for 3 hours. After distilling the solvent off under reduced pressure, 50 ml of water was added and the mixture was extracted twice with 50 ml of diethylether and then washed with water and a saturated aqueous sodium chloride. The organic layer was dried over with anhydrous magnesium sufate and the solvent was distilled off to obtain a residue, which was then purified by a column chromatography on a silica gel (n-hexane/ethyl acetate) to obtain 4.11 g yield:91%) of methyl 2-benzyloxyimino-3-methoxyiminobutyrate as a colorless oil.

¹ H-NMR(CDCl₃) δ ppm:1.99(3H, s), 3.86(3H, s), 3.94(3H, s), 5.21(2H, s), 7.33(5H, m)

Example 4 Synthesis of 2-benzyloxyimino-3-methoxyiminobutyric acid (Compound No. z-10)

To a solution of 3.2 g (12.1 mmol) of methyl 2-benzyloxyimino-3-methoxyiminobutyrate in 50 ml of methanol, 1.01 g (24.2 mmol) of sodium hydroxide and 10 ml of water were added and the mixture was heated under reflux for 24 hours. After distilling the solvent off under reduced pressure and adding 50 ml of water, the mixture was washed with 50 ml of diethylether. The aqueous layer was made acidic by adding a concentrated hydrochloric acid, and then the mixture was extracted three times with 50 ml of diethylether. After washing with water and with a saturated aqueous sodium chloride, the organic layer was dried over with anhydrous magnesium sulfate and the solvent was distilled off to obtain 3.02 g (yeld:100%) of 2-benzyloxyimino-3-methoxyiminobutyric acid as a white solid.

(Melting point: 88 to 89° C.)

Example 5 Synthesis of 2-benzyoxyimino-3-methoxyimino-N,N-dimethylbutyramide (Compound No.C-10)

To a solution of 0.9 g (3.6 mmol) of 2-benzyloxyimino-3-methoxyiminobutyric acid in 15 ml of toluene, 0.5 g (4.0 mmol) of thionyl chloride and one drop of N,N-dimethylformamide were added and the mixture was stirred for 1 hour at 60° C. After cooling with an ice, 5 ml of 50% dimethylamine solution was added and the mixture was stirred for 0.5 hour at room temperature. 30 ml of water was added and the mixture was extracted three times with 50 ml of diethylether. After washing with water and a saturated aqueous sodium chloride, the organic layer was dried over with anhydrous magnesium sulfate and the solvent was distilled off to obtain a residue, which was then purified by a column chromatography on a silica gel (n-hexane/ethyl acetate) to obtain 0.53 g yield: 53%) of 2-benzyloxyimino-3-methoxyimino-N,N-dimethylbutyramide as a colorless oil.

¹ H-NMR(CDCl₃) δ ppm:2.02(3H, s), 2.74(3H, s), 3.00(3H, s), 3.92(3H, s), 5.19(2H, s), 7.33(5H,m)

Example 6 Synthesis of 4-(3-benzyloxyimino-2-(4-methoxybenzylhydrazono)valeryl)morpholine (Compound No. n-794)

(1) Synthesis of methyl 3-benzyloxyiminovalerate

To a solution of 26.03 g (0.2 mol) of methyl propionylacetate in 300 ml of methanol, 100 ml of water and 35.12 g (0.22 mol) of benzyloxyamine hydrochloride, 19.69 g (0.24 mol) of potassium acetate were added and the mixture was stirred for 15 hours at room temperature. After distilling methanol off under reduced pressure, followed by adding 200 ml of water and extracting three times with 200 ml of ethyl acetate, the mixture was washed with water and a saturated aqueous sodium chloride and then dried over with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 47.06 g yield: 100%) of a crude methyl 3-benzyloxyiminovalerate as a colorless oil.

(2) Synthesis of methyl 3-benzyloxyimino-2-oxovalerate

To a solution of 47.06 g (0.2 mol) of methyl 3-benzyloxyiminovalerate in 150 ml of chlorbenzene, 24.41 g (0.22 mol) of selenium dioxide was added and the mixture was stirred for 8 hours at 120° C. After adding 200 ml of water and filtering through Celite, the filtrate was extracted three times with 200 ml of diethylether. After washing with water and a saturated aqueous sodium chloride followed by drying over with anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to obtain a residue, which was purified by a column chromatography on a silica gel (n-hexanelethyl acetate) to obtain 31.15 g (yield 62%) of methyl 3-benzyloxyimino-2-oxovalerate as a colorless oil.

¹ H-NMR(CDCl₃) δ ppm:1.04(3H, t, J=7.6), 2.52(2H, d, J=7.6), 3.86(3H, s), 5.29(2H, s), 7.36(5H, m)

(3) Synthesis of 4-(3-benzyloxyimino-2-oxyvaleryl)morpholine

10.0 g (0.04 mol) of methyl 3-benzyloxyimino-2-oxovalerate and 20 ml of morpholine were combined and the mixture was stirred for 3 hours at 100° C. After distilling the morpholine off under reduced pressure, 100 ml of water was added and the mixture was extracted three times with 100 ml of diethylether. After washing with water and a saturated aqueous sodium chloride followed by anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to obtain a residue, which was purified by a column chromatography on a silica gel (n-hexanelethyl acetate) to obtain 6.78 g (yield: 56%) of 4-(3-benzyloxyimino-2-oxovaleryl)morpholine as a white solid.

¹ H-NMR(CDCl₃) δ ppm:1.07(3H, t, J=7.6), 2.56(2H, q, J=7.6), 3.01(2H, t, J=4.9), 3.39(2H,t, J=4.9), 3.60-3.70(4H, m), 5.29(2H, s), 7.36(5H, m)

(4) Synthesis of 4-(3-benzyloxyimino-2-(4-methoxybenzylhydrazono)valeryl)morpholine

1.0 g (3.3 mmol) of 4-(3-benzyloxyimino-2-oxovaleryl)morpholine was dissolved in 20 ml of 2-propanol and 1.24 g (6.6 mmol) of 4-methoxybenzylhydrazine hydrochloride, 1.08 g (13.2 mmol) of sodium acetate and 1 ml of acetic acid were added and the mixture was refluxed for 15 hours. After distilling the solvent off under reduced pressure, 20 ml of water was added and the mixture was extracted three times with 30 ml of diethylether. After washing with 1N aqueous hydrochloric acid, water, a saturated aqueous sodium bicarbonate, water and then a saturated aqueous sodium chloride followed by drying over with anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to obtain a residue, which was purified by a column chromatography on a silica gel (n-hexane/ethyl acetate) to obtain 1.19 g (yield: 83%) of 4-(3-benzyloxyimino-2-(4-methoxybenzylhydrazono)valeryl)morpholine as a yellow oil.

¹ H-NMR(CDCl₃) δ ppm:1.08(3H, t, J=7.6), 2.63(2H, q, J=7.6), 2.94(2H, t, J=4.9), 3.29(2H,t, J=4.9), 3.59(4H, brs), 3.79(3H, s), 4.38(2H, d, J=4.9), 5.10(2H, s), 6.15(1H, t, J=4.9), 6.84(2H, d, J=8.5), 7.19(2H, d, J=8.5), 7.32(5H, m)

Example 7 Synthesis of 4-(3-benzyloxyimino-2-((4-methoxybenzyl)methylhydrazono)valeryl)moxpholine (Compound No. o-794)

0.04 g (1.0 mmol) of 60% sodium hydride was suspended in 10 ml of N,N-dimethylformamide, and to this a solution of 0.40 g (0.91 mmol) of 4-(3-benzyloxyimino-2-(4-methoxybenzylhydrazono)valeryl)morpholine in 5 ml of N,N-dimethylformamide and 0.19 g (0.13 mmol) of methyl iodide were added and the mixture was stirred for 1 hour at room temperature. 20 ml of water was added and the mixture was extracted three times with 20 ml of diethylether. After washing with water and a saturated aqueous sodium chloride followed by drying over with anhydrous magnesium sulfate, the solvent was distilled off to obtain a residue, which was purified by a column chromatography on a silica gel (n-hexane/ethyl acetate) to obtain 0.35 g (yield: 85%) of 4-(3-benzyloxyimino-2-((4-methoxybenzyl)methylhydrazono)valeryl) as a yellow oil.

¹ H-NMR(CDCl₃) δ ppm:1.07(3H, t, J=7.6), 2.65(2H, q, J=7.6), 2.84(3H, s), 2.92-2.98(2H, m), 3.23-3.69(6H, m), 3.79(3H, s), 4.32(1H, d, J=14.3), 4.36(1H, d, J=14.3), 5.05(1H, d, J=12.5), 5.15(1H, d, J=12.5), 6.84(2H, d, J=8.5), 7.18(2H, d, J=8.5), 7.33(5H, m).

Examples of the compounds represented by Formula (I) and (II) obtainable by the same manner as that in Examples described above are the following compound group A to Z, and a to w and x to z, and examples of combination of the substituents R¹, R² and R³ of the compound groups A to Z and a to z are shown in Tables 1 to 70. The physical data of the compounds are shown in Tables 71 to 83. The physical data of the compound obtained in the above Examples are also listed in the Tables. "No." in each Table represents a compound number, and, for example, "A-176" means a compound which is included in compound group A and which has the combination of the substituent designated by No.176. ##STR21##

                  TABLE 1                                                          ______________________________________                                         No     R.sup.1     R.sup.2                                                                              R.sup.3                                               ______________________________________                                          1     Me          Me    Me                                                     2     Me          Me    Et                                                     3     Me          Me    n-Pr                                                   4     Me          Me    i-Pr                                                   5     Me          Me    allyl                                                  6     Me          Me    cinnamyl                                               7     Me          Me    2-propynyl                                             8     Me          Me    2-butynyl                                              9     Me          Me    2-pyridyl                                             10     Me          Me    benzyl                                                11     Me          Me    2-Cl-benzyl                                           12     Me          Me    3-Cl-benzyl                                           13     Me          Me    4-Cl-benzyl                                           14     Me          Me    2-Me-benzyl                                           15     Me          Me    3-Me-benzyl                                           16     Me          Me    4-Me-benzyl                                           17     Me          Me    2-MeO-benzyl                                          18     Me          Me    3-MeO-benzyl                                          19     Me          Me    4-MeO-benzyl                                          20     Me          Me    2-Cl-4-MeO-benzyl                                     21     Me          Me    3,4-(Cl).sub.2 -benzyl                                22     Me          Me    2-Me-4-MeO-benzyl                                     23     Me          Me    α-Me-4-MeO-benzyl                               24     Me          Me    4-MeO-PhSO.sub.2                                      25     Me          Me    4-pyridylCH.sub.2                                     ______________________________________                                    

                  TABLE 2                                                          ______________________________________                                         No     R.sup.1   R.sup.2  R.sup.3                                              ______________________________________                                         26     Me        MeOCH.sub.2                                                                             Me                                                   27     Me        MeOCH.sub.2                                                                             Et                                                   28     Me        MeOCH.sub.2                                                                             n-Pr                                                 29     Me        MeOCH.sub.2                                                                             i-Pr                                                 30     Me        MeOCH.sub.2                                                                             allyl                                                31     Me        MeOCH.sub.2                                                                             cinnamyl                                             32     Me        MeOCH.sub.2                                                                             2-propynyl                                           33     Me        MeOCH.sub.2                                                                             2-butynyl                                            34     Me        MeOCH.sub.2                                                                             2-pyridyl                                            35     Me        MeOCH.sub.2                                                                             benzyl                                               36     Me        MeOCH.sub.2                                                                             2-Cl-benzyl                                          37     Me        MeOCH.sub.2                                                                             3-Cl-benzyl                                          38     Me        MeOCH.sub.2                                                                             4-Cl-benzyl                                          39     Me        MeOCH.sub.2                                                                             2-Me-benzyl                                          40     Me        MeOCH.sub.2                                                                             3-Me-benzyl                                          41     Me        MeOCH.sub.2                                                                             4-Me-benzyl                                          42     Me        MeOCH.sub.2                                                                             2-MeO-benzyl                                         43     Me        MeOCH.sub.2                                                                             3-MeO-benzyl                                         44     Me        MeOCH.sub.2                                                                             4-MeO-benzyl                                         45     Me        MeOCH.sub.2                                                                             2-Cl-4-MeO-benzyl                                    46     Me        MeOCH.sub.2                                                                             3,4-(Cl).sub.2 -benzyl                               47     Me        MeOCH.sub.2                                                                             2-Me-4-MeO-benzyl                                    48     Me        MeOCH.sub.2                                                                             α-Me-4-MeO-benzyl                              49     Me        MeOCH.sub.2                                                                             4-MeO-PhSO.sub.2                                     50     Me        MeOCH.sub.2                                                                             4-pyridylCH.sub.2                                    ______________________________________                                    

                  TABLE 3                                                          ______________________________________                                         No     R.sup.1     R.sup.2                                                                              R.sup.3                                               ______________________________________                                         51     Me          Et    Me                                                    52     Me          Et    Et                                                    53     Me          Et    n-Pr                                                  54     Me          Et    i-Pr                                                  55     Me          Et    allyl                                                 56     Me          Et    cinnamyl                                              57     Me          Et    2-propynyl                                            58     Me          Et    2-butynyl                                             59     Me          Et    2-pyridyl                                             60     Me          Et    benzyl                                                61     Me          Et    2-Cl-benzyl                                           62     Me          Et    3-Cl-benzyl                                           63     Me          Et    4-Cl-benzyl                                           64     Me          Et    2-Me-benzyl                                           65     Me          Et    3-Me-benzyl                                           66     Me          Et    4-Me-benzyl                                           67     Me          Et    2-MeO-benzyl                                          68     Me          Et    3-MeO-benzyl                                          69     Me          Et    4-MeO-benzyl                                          70     Me          Et    2-Cl-4-MeO-benzyl                                     71     Me          Et    3,4-(Cl).sub.2 -benzyl                                72     Me          Et    2-Me-4-MeO-benzyl                                     73     Me          Et    α-Me-4-Meo-benzyl                               74     Me          Et    4-MeO-PhSO.sub.2                                      75     Me          Et    4-pyridylCH.sub.2                                     ______________________________________                                    

                  TABLE 4                                                          ______________________________________                                         No      R.sup.1    R.sup.2                                                                               R.sup.3                                              ______________________________________                                         76      Me         allyl  Me                                                   77      Me         allyl  Et                                                   78      Me         allyl  n-Pr                                                 79      Me         allyl  i-Pr                                                 80      Me         allyl  allyl                                                81      Me         allyl  cinnamyl                                             82      Me         allyl  2-propynyl                                           83      Me         allyl  2-butynyl                                            84      Me         allyl  2-pyridyl                                            85      Me         allyl  benzyl                                               86      Me         allyl  2-Cl-benzyl                                          87      Me         allyl  3-Cl-benzyl                                          88      Me         allyl  4-Cl-benzyl                                          89      Me         allyl  2-Me-benzyl                                          90      Me         allyl  3-Me-benzyl                                          91      Me         allyl  4-Me-benzyl                                          92      Me         allyl  2-MeO-benzyl                                         93      Me         allyl  3-MeO-benzyl                                         94      Me         allyl  4-MeO-benzyl                                         95      Me         allyl  2-Cl-4-MeO-benzyl                                    96      Me         allyl  3,4-(Cl).sub.2 -benzyl                               97      Me         allyl  2-Me-4-MeO-benzyl                                    98      Me         allyl  α-Me-4-MeO-benzyl                              99      Me         allyl  4-MeO-PhSO.sub.2                                     100     Me         allyl  4-pyridylCH.sub.2                                    ______________________________________                                    

                  TABLE 5                                                          ______________________________________                                         No      R.sup.1   R.sup.2  R.sup.3                                             ______________________________________                                         101     Me        cinnamyl Me                                                  102     Me        cinnamyl Et                                                  103     Me        cinnamyl n-Pr                                                104     Me        cinnamyl i-Pr                                                105     Me        cinnamyl allyl                                               106     Me        cinnamyl cinnamyl                                            107     Me        cinnamyl 2-propynyl                                          108     Me        cinnamyl 2-butynyl                                           109     Me        cinnamyl 2-pyridyl                                           110     Me        cinnamyl benzyl                                              111     Me        cinnamyl 2-Cl-benzyl                                         112     Me        cinnamyl 3-Cl-benzyl                                         113     Me        cinnamyl 4-Cl-benzyl                                         114     Me        cinnamyl 2-Me-benzyl                                         115     Me        cinnamyl 3-Me-benzyl                                         116     Me        cinnamyl 4-Me-benzyl                                         117     Me        cinnamyl 2-MeO-benzyl                                        118     Me        cinnamyl 3-MeO-benzyl                                        119     Me        cinnamyl 4-MeO-benzyl                                        120     Me        cinnamyl 2-Cl-4-MeO-benzyl                                   121     Me        cinnamyl 3,4-(Cl).sub.2 -benzyl                              122     Me        cinnamyl 2-Me-4-MeO-benzyl                                   123     Me        cinnamyl α-Me-4-MeO-benzyl                             124     Me        cinnamyl 4-MeO-PhSO.sub.2                                    125     Me        cinnamyl 4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 6                                                          ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         126    Me        2-propynyl                                                                               Me                                                  127    Me        2-propynyl                                                                               Et                                                  128    Me        2-propynyl                                                                               n-Pr                                                129    Me        2-propynyl                                                                               i-Pr                                                130    Me        2-propynyl                                                                               allyl                                               131    Me        2-propynyl                                                                               cinnamyl                                            132    Me        2-propynyl                                                                               2-propynyl                                          133    Me        2-propynyl                                                                               2-butynyl                                           134    Me        2-propynyl                                                                               2-pyridyl                                           135    Me        2-propynyl                                                                               benzyl                                              136    Me        2-propynyl                                                                               2-Cl-benzyl                                         137    Me        2-propynyl                                                                               3-Cl-benzyl                                         138    Me        2-propynyl                                                                               4-Cl-benzyl                                         139    Me        2-propynyl                                                                               2-Me-benzyl                                         140    Me        2-propynyl                                                                               3-Me-benzyl                                         141    Me        2-propynyl                                                                               4-Me-benzyl                                         142    Me        2-propynyl                                                                               2-MeO-benzyl                                        143    Me        2-propynyl                                                                               3-MeO-benzyl                                        144    Me        2-propynyl                                                                               4-MeO-benzyl                                        145    Me        2-propynyl                                                                               2-Cl-4-MeO-benzyl                                   146    Me        2-propynyl                                                                               3,4-(Cl).sub.2 -benzyl                              147    Me        2-propynyl                                                                               2-Me-4-MeO-benzyl                                   148    Me        2-propynyl                                                                               α-Me-4-MeO-benzyl                             149    Me        2-propynyl                                                                               4-MeO-PhSO.sub.2                                    150    Me        2-propynyl                                                                               4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 7                                                          ______________________________________                                         No     R.sup.1    R.sup.2  R.sup.3                                             ______________________________________                                         151    Me         2-pyridyl                                                                               Me                                                  152    Me         2-pyridyl                                                                               Et                                                  153    Me         2-pyridyl                                                                               n-Pr                                                154    Me         2-pyridyl                                                                               i-Pr                                                155    Me         2-pyridyl                                                                               allyl                                               156    Me         2-pyridyl                                                                               cinnamyl                                            157    Me         2-pyridyl                                                                               2-propynyl                                          158    Me         2-pyridyl                                                                               2-butynyl                                           159    Me         2-pyridyl                                                                               2-pyridyl                                           160    Me         2-pyridyl                                                                               benzyl                                              161    Me         2-pyridyl                                                                               2-Cl-benzyl                                         162    Me         2-pyridyl                                                                               3-Cl-benzyl                                         163    Me         2-pyridyl                                                                               4-Cl-benzyl                                         164    Me         2-pyridyl                                                                               2-Me-benzyl                                         165    Me         2-pyridyl                                                                               3-Me-benzyl                                         166    Me         2-pyridyl                                                                               4-Me-benzyl                                         167    Me         2-pyridyl                                                                               2-MeO-benzyl                                        168    Me         2-pyridyl                                                                               3-MeO-benzyl                                        169    Me         2-pyridyl                                                                               4-MeO-benzyl                                        170    Me         2-pyridyl                                                                               2-Cl-4-MeO-benzyl                                   171    Me         2-pyridyl                                                                               3,4-(Cl).sub.2 -benzyl                              172    Me         2-pyridyl                                                                               2-Me-4-MeO-benzyl                                   173    Me         2-pyridyl                                                                               α-Me-4-MeO-benzyl                             174    Me         2-pyridyl                                                                               4-MeO-PhSO.sub.2                                    175    Me         2-pyridyl                                                                               4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 8                                                          ______________________________________                                         No      R.sup.1   R.sup.2 R.sup.3                                              ______________________________________                                         176     Me        benzyl  Me                                                   177     Me        benzyl  Et                                                   178     Me        benzyl  n-Pr                                                 179     Me        benzyl  i-Pr                                                 180     Me        benzyl  allyl                                                181     Me        benzyl  cinnamyl                                             182     Me        benzyl  2-propynyl                                           183     Me        benzyl  2-butynyl                                            184     Me        benzyl  2-pyridyl                                            185     Me        benzyl  benzyl                                               186     Me        benzyl  2-Cl-benzyl                                          187     Me        benzyl  3-Cl-benzyl                                          188     Me        benzyl  4-Cl-benzyl                                          189     Me        benzyl  2-Me-benzyl                                          190     Me        benzyl  3-Me-benzyl                                          191     Me        benzyl  4-Me-benzyl                                          192     Me        benzyl  2-MeO-benzyl                                         193     Me        benzyl  3-MeO-benzyl                                         194     Me        benzyl  4-MeO-benzyl                                         195     Me        benzyl  2-Cl-4-MeO-benzyl                                    196     Me        benzyl  3,4-(Cl).sub.2 -benzyl                               197     Me        benzyl  2-Me-4-MeO-benzyl                                    198     Me        benzyl  α-Me-4-MeO-benzyl                              199     Me        benzyl  4-MeO-PhSO.sub.2                                     200     Me        benzyl  4-pyridylCH.sub.2                                    ______________________________________                                    

                  TABLE 9                                                          ______________________________________                                         No     R.sup.1    R.sup.2  R.sup.3                                             ______________________________________                                         201    Me         2-butynyl                                                                               Me                                                  202    Me         2-butynyl                                                                               Et                                                  203    Me         2-butynyl                                                                               n-Pr                                                204    Me         2-butynyl                                                                               i-Pr                                                205    Me         2-butynyl                                                                               allyl                                               206    Me         2-butynyl                                                                               cinnamyl                                            207    Me         2-butynyl                                                                               2-propynyl                                          208    Me         2-butynyl                                                                               2-butynyl                                           209    Me         2-butynyl                                                                               2-pyridyl                                           210    Me         2-butynyl                                                                               benzyl                                              211    Me         2-butynyl                                                                               2-Cl-benzyl                                         212    Me         2-butynyl                                                                               3-Cl-benzyl                                         213    Me         2-butynyl                                                                               4-Cl-benzyl                                         214    Me         2-butynyl                                                                               2-Me-benzyl                                         215    Me         2-butynyl                                                                               3-Me-benzyl                                         216    Me         2-butynyl                                                                               4-Me-benzyl                                         217    Me         2-butynyl                                                                               2-MeO-benzyl                                        218    Me         2-butynyl                                                                               3-MeO-benzyl                                        219    Me         2-butynyl                                                                               4-MeO-benzyl                                        220    Me         2-butynyl                                                                               2-Cl-4-MeO-benzyl                                   221    Me         2-butynyl                                                                               3,4-(Cl).sub.2 -benzyl                              222    Me         2-butynyl                                                                               2-Me-4-MeO-benzyl                                   223    Me         2-butynyl                                                                               α-Me-4-MeO-benzyl                             224    Me         2-butynyl                                                                               4-MeO-PhSO.sub.2                                    225    Me         2-butynyl                                                                               4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 10                                                         ______________________________________                                         No      R.sup.1    R.sup.2                                                                              R.sup.3                                               ______________________________________                                         226     Me         Ph    Me                                                    227     Me         Ph    Et                                                    228     Me         Ph    n-Pr                                                  229     Me         Ph    i-Pr                                                  230     Me         Ph    allyl                                                 231     Me         Ph    cinnamyl                                              232     Me         Ph    2-propynyl                                            233     Me         Ph    2-butynyl                                             234     Me         Ph    2-pyridyl                                             235     Me         Ph    benzyl                                                236     Me         Ph    2-Cl-benzyl                                           237     Me         Ph    3-Cl-benzyl                                           238     Me         Ph    4-Cl-benzyl                                           239     Me         Ph    2-Me-benzyl                                           240     Me         Ph    3-Me-benzyl                                           241     Me         Ph    4-Me-benzyl                                           242     Me         Ph    2-MeO-benzyl                                          243     Me         Ph    3-MeO-benzyl                                          244     Me         Ph    4-MeO-benzyl                                          245     Me         Ph    2-Cl-4-MeO-benzyl                                     246     Me         Ph    3,4-(Cl).sub.2 -benzyl                                247     Me         Ph    2-Me-4-MeO-benzyl                                     248     Me         Ph    α-Me-4-MeO-benzyl                               249     Me         Ph    4-MeO-PhSO.sub.2                                      250     Me         Ph    4-pyridylCH.sub.2                                     ______________________________________                                    

                  TABLE 11                                                         ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         251    Me        2-Cl-benzyl                                                                              Me                                                  252    Me        2-Cl-benzyl                                                                              Et                                                  253    Me        2-Cl-benzyl                                                                              n-Pr                                                254    Me        2-Cl-benzyl                                                                              i-Pr                                                255    Me        2-Cl-benzyl                                                                              allyl                                               256    Me        2-Cl-benzyl                                                                              cinnamyl                                            257    Me        2-Cl-benzyl                                                                              2-propynyl                                          258    Me        2-Cl-benzyl                                                                              2-butynyl                                           259    Me        2-Cl-benzyl                                                                              2-pyridyl                                           260    Me        2-Cl-benzyl                                                                              benzyl                                              261    Me        2-Cl-benzyl                                                                              2-Cl-benzyl                                         262    Me        2-Cl-benzyl                                                                              3-Cl-benzyl                                         263    Me        2-Cl-benzyl                                                                              4-Cl-benzyl                                         264    Me        2-Cl-benzyl                                                                              2-Me-benzyl                                         265    Me        2-Cl-benzyl                                                                              3-Me-benzyl                                         266    Me        2-Cl-benzyl                                                                              4-Me-benzyl                                         267    Me        2-Cl-benzyl                                                                              2-MeO-benzyl                                        268    Me        2-Cl-benzyl                                                                              3-MeO-benzyl                                        269    Me        2-Cl-benzyl                                                                              4-MeO-benzyl                                        270    Me        2-Cl-benzyl                                                                              2-Cl-4-MeO-benzyl                                   271    Me        2-Cl-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              272    Me        2-Cl-benzyl                                                                              2-Me-4-MeO-benzyl                                   273    Me        2-Cl-benzyl                                                                              α-Me-4-MeO-benzyl                             274    Me        2-Cl-benzyl                                                                              4-MeO-PhSO.sub.2                                    275    Me        2-Cl-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 12                                                         ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         276    Me        3-Cl-benzyl                                                                              Me                                                  277    Me        3-Cl-benzyl                                                                              Et                                                  278    Me        3-Cl-benzyl                                                                              n-Pr                                                279    Me        3-Cl-benzyl                                                                              i-Pr                                                280    Me        3-Cl-benzyl                                                                              allyl                                               281    Me        3-Cl-benzyl                                                                              cinnamyl                                            282    Me        3-Cl-benzyl                                                                              2-propynyl                                          283    Me        3-Cl-benzyl                                                                              2-butynyl                                           284    Me        3-Cl-benzyl                                                                              2-pyridyl                                           285    Me        3-Cl-benzyl                                                                              benzyl                                              286    Me        3-Cl-benzyl                                                                              2-Cl-benzyl                                         287    Me        3-Cl-benzyl                                                                              3-Cl-benzyl                                         288    Me        3-Cl-benzyl                                                                              4-Cl-benzyl                                         289    Me        3-Cl-benzyl                                                                              2-Me-benzyl                                         290    Me        3-Cl-benzyl                                                                              3-Me-benzyl                                         291    Me        3-Cl-benzyl                                                                              4-Me-benzyl                                         292    Me        3-Cl-benzyl                                                                              2-MeO-benzyl                                        293    Me        3-Cl-benzyl                                                                              3-MeO-benzyl                                        294    Me        3-Cl-benzyl                                                                              4-MeO-benzyl                                        295    Me        3-Cl-benzyl                                                                              2-Cl-4-MeO-benzyl                                   296    Me        3-Cl-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              297    Me        3-Cl-benzyl                                                                              2-Me-4-MeO-benzyl                                   298    Me        3-Cl-benzyl                                                                              α-Me-4-MeO-benzyl                             299    Me        3-Cl-benzyl                                                                              4-MeO-PhSO.sub.2                                    300    Me        3-Cl-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 13                                                         ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         301    Me        4-Cl-benzyl                                                                              Me                                                  302    Me        4-Cl-benzyl                                                                              Et                                                  303    Me        4-Cl-benzyl                                                                              n-Pr                                                304    Me        4-Cl-benzyl                                                                              i-Pr                                                305    Me        4-Cl-benzyl                                                                              allyl                                               306    Me        4-Cl-benzyl                                                                              cinnamyl                                            307    Me        4-Cl-benzyl                                                                              2-propynyl                                          308    Me        4-Cl-benzyl                                                                              2-butynyl                                           309    Me        4-Cl-benzyl                                                                              2-pyridyl                                           310    Me        4-Cl-benzyl                                                                              benzyl                                              311    Me        4-Cl-benzyl                                                                              2-Cl-benzyl                                         312    Me        4-Cl-benzyl                                                                              3-Cl-benzyl                                         313    Me        4-Cl-benzyl                                                                              4-Cl-benzyl                                         314    Me        4-Cl-benzyl                                                                              2-Me-benzyl                                         315    Me        4-Cl-benzyl                                                                              3-Me-benzyl                                         316    Me        4-Cl-benzyl                                                                              4-Me-benzyl                                         317    Me        4-Cl-benzyl                                                                              2-MeO-benzyl                                        318    Me        4-Cl-benzyl                                                                              3-MeO-benzyl                                        319    Me        4-Cl-benzyl                                                                              4-MeO-benzyl                                        320    Me        4-Cl-benzyl                                                                              2-Cl-4-MeO-benzyl                                   321    Me        4-Cl-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              322    Me        4-Cl-benzyl                                                                              2-Me-4-MeO-benzyl                                   323    Me        4-Cl-benzyl                                                                              α-Me-4-MeO-benzyl                             324    Me        4-Cl-benzyl                                                                              4-MeO-PhSO.sub.2                                    325    Me        4-Cl-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 14                                                         ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         326    Me        2-Me-benzyl                                                                              Me                                                  327    Me        2-Me-benzyl                                                                              Et                                                  328    Me        2-Me-benzyl                                                                              n-Pr                                                329    Me        2-Me-benzyl                                                                              i-Pr                                                330    Me        2-Me-benzyl                                                                              allyl                                               331    Me        2-Me-benzyl                                                                              cinnamyl                                            332    Me        2-Me-benzyl                                                                              2-propynyl                                          333    Me        2-Me-benzyl                                                                              2-butynyl                                           334    Me        2-Me-benzyl                                                                              2-pyridyl                                           335    Me        2-Me-benzyl                                                                              benzyl                                              336    Me        2-Me-benzyl                                                                              2-Cl-benzyl                                         337    Me        2-Me-benzyl                                                                              3-Cl-benzyl                                         338    Me        2-Me-benzyl                                                                              4-Cl-benzyl                                         339    Me        2-Me-benzyl                                                                              2-Me-benzyl                                         340    Me        2-Me-benzyl                                                                              3-Me-benzyl                                         341    Me        2-Me-benzyl                                                                              4-Me-benzyl                                         342    Me        2-Me-benzyl                                                                              2-MeO-benzyl                                        343    Me        2-Me-benzyl                                                                              3-MeO-benzyl                                        344    Me        2-Me-benzyl                                                                              4-MeO-benzyl                                        345    Me        2-Me-benzyl                                                                              2-Cl-4-MeO-benzyl                                   346    Me        2-Me-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              347    Me        2-Me-benzyl                                                                              2-Me-4-MeO-benzyl                                   348    Me        2-Me-benzyl                                                                              α-Me-4-MeO-benzyl                             349    Me        2-Me-benzyl                                                                              4-MeO-PhSO.sub.2                                    350    Me        2-Me-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 15                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         351    Me       3-Me-benzyl                                                                               Me                                                  352    Me       3-Me-benzyl                                                                               Et                                                  353    Me       3-Me-benzyl                                                                               n-Pr                                                354    Me       3-Me-benzyl                                                                               i-Pr                                                355    Me       3-Me-benzyl                                                                               allyl                                               356    Me       3-Me-benzyl                                                                               cinnamyl                                            357    Me       3-Me-benzyl                                                                               2-propynyl                                          358    Me       3-Me-benzyl                                                                               2-butynyl                                           359    Me       3-Me-benzyl                                                                               2-pyridyl                                           360    Me       3-Me-benzyl                                                                               benzyl                                              361    Me       3-Me-benzyl                                                                               2-Cl-benzyl                                         362    Me       3-Me-benzyl                                                                               3-Cl-benzyl                                         363    Me       3-Me-benzyl                                                                               4-Cl-benzyl                                         364    Me       3-Me-benzyl                                                                               2-Me-benzyl                                         365    Me       3-Me-benzyll                                                                              3-Me-benzyl                                         366    Me       3-Me-benzyl                                                                               4-Me-benzyl                                         367    Me       3-Me-benzyl                                                                               2-MeO-benzyl                                        368    Me       3-Me-benzyl                                                                               3-MeO-benzyl                                        369    Me       3-Me-benzyl                                                                               4-MeO-benzyl                                        370    Me       3-Me-benzyl                                                                               2-Cl-4-MeO-benzyl                                   371    Me       3-Me-benzyl                                                                               3,4-(Cl).sub.2 -benzyl                              372    Me       3-Me-benzyl                                                                               2-Me-4-MeO-benzyl                                   373    Me       3-Me-benzyl                                                                               α-Me-4-MeO-benzyl                             374    Me       3-Me-benzyl                                                                               4-MeO-PhSO.sub.2                                    375    Me       3-Me-benzyl                                                                               4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 16                                                         ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         376    Me        4-Me-benzyl                                                                              Me                                                  377    Me        4-Me-benzyl                                                                              Et                                                  378    Me        4-Me-benzyl                                                                              n-Pr                                                379    Me        4-Me-benzyl                                                                              i-Pr                                                380    Me        4-Me-benzyl                                                                              allyl                                               381    Me        4-Me-benzyl                                                                              cinnamyl                                            382    Me        4-Me-benzyl                                                                              2-propynyl                                          383    Me        4-Me-benzyl                                                                              2-butynyl                                           384    Me        4-Me-benzyl                                                                              2-pyridyl                                           385    Me        4-Me-benzyl                                                                              benzyl                                              386    Me        4-Me-benzyl                                                                              2-Cl-benzyl                                         387    Me        4-Me-benzyl                                                                              3-Cl-benzyl                                         388    Me        4-Me-benzyl                                                                              4-Cl-benzyl                                         389    Me        4-Me-benzyl                                                                              2-Me-benzyl                                         390    Me        4-Me-benzyl                                                                              3-Me-benzyl                                         391    Me        4-Me-benzyl                                                                              4-Me-benzyl                                         392    Me        4-Me-benzyl                                                                              2-MeO-benzyl                                        393    Me        4-Me-benzyl                                                                              3-MeO-benzyl                                        394    Me        4-Me-benzyl                                                                              4-MeO-benzyl                                        395    Me        4-Me-benzyl                                                                              2-Cl-4-MeO-benzyl                                   396    Me        4-Me-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              397    Me        4-Me-benzyl                                                                              2-Me-4-MeO-benzyl                                   398    Me        4-Me-benzyl                                                                              α-Me-4-MeO-benzyl                             399    Me        4-Me-benzyl                                                                              4-MeO-PhSO.sub.2                                    400    Me        4-Me-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 17                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         401    Me       2-MeO-benzyl                                                                              Me                                                  402    Me       2-MeO-benzyl                                                                              Et                                                  403    Me       2-MeO-benzyl                                                                              n-Pr                                                404    Me       2-MeO-benzyl                                                                              i-Pr                                                405    Me       2-MeO-benzyl                                                                              allyl                                               406    Me       2-MeO-benzyl                                                                              cinnamyl                                            407    Me       2-MeO-benzyl                                                                              2-propynyl                                          408    Me       2-MeO-benzyl                                                                              2-butynyl                                           409    Me       2-MeO-benzyl                                                                              2-pyridyl                                           410    Me       2-MeO-benzyl                                                                              benzyl                                              411    Me       2-MeO-benzyl                                                                              2-Cl-benzyl                                         412    Me       2-MeO-benzyl                                                                              3-Cl-benzyl                                         413    Me       2-MeO-benzyl                                                                              4-Cl-benzyl                                         414    Me       2-MeO-benzyl                                                                              2-Me-benzyl                                         415    Me       2-MeO-benzyl                                                                              3-Me-benzyl                                         416    Me       2-MeO-benzyl                                                                              4-Me-benzyl                                         417    Me       2-MeO-benzyl                                                                              2-MeO-benzyl                                        418    Me       2-MeO-benzyl                                                                              3-MeO-benzyl                                        419    Me       2-MeO-benzyl                                                                              4-MeO-benzyl                                        420    Me       2-MeO-benzyl                                                                              2-Cl-4-MeO-benzyl                                   421    Me       2-MeO-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              422    Me       2-MeO-benzyl                                                                              2-Me-4-MeO-benzyl                                   423    Me       2-MeO-benzyl                                                                              α-Me-4-MeO-benzyl                             424    Me       2-MeO-benzyl                                                                              4-MeO-PhSO.sub.2                                    425    Me       2-MeO-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 18                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         426    Me       3-MeO-benzyl                                                                              Me                                                  427    Me       3-MeO-benzyl                                                                              Et                                                  428    Me       3-MeO-benzyl                                                                              n-Pr                                                429    Me       3-MeO-benzyl                                                                              i-Pr                                                430    Me       3-MeO-benzyl                                                                              allyl                                               431    Me       3-MeO-benzyl                                                                              cinnamyl                                            432    Me       3-MeO-benzyl                                                                              2-propynyl                                          433    Me       3-MeO-benzyl                                                                              2-butynyl                                           434    Me       3-MeO-benzyl                                                                              2-pyridyl                                           435    Me       3-MeO-benzyl                                                                              benzyl                                              436    Me       3-MeO-benzyl                                                                              2-Cl-benzyl                                         437    Me       3-MeO-benzyl                                                                              3-Cl-benzyl                                         438    Me       3-MeO-benzyl                                                                              4-Cl-benzyl                                         439    Me       3-MeO-benzyl                                                                              2-Me-benzyl                                         440    Me       3-MeO-benzyl                                                                              3-Me-benzyl                                         441    Me       3-MeO-benzyl                                                                              4-Me-benzyl                                         442    Me       3-MeO-benzyl                                                                              2-MeO-benzyl                                        443    Me       3-MeO-benzyl                                                                              3-MeO-benzyl                                        444    Me       3-MeO-benzyl                                                                              4-MeO-benzyl                                        445    Me       3-MeO-benzyl                                                                              2-Cl-4-MeO-benzyl                                   446    Me       3-MeO-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              447    Me       3-MeO-benzyl                                                                              2-Me-4-MeO-benzyl                                   448    Me       3-MeO-benzyl                                                                              α-Me-4-MeO-benzyl                             449    Me       3-MeO-benzyl                                                                              4-MeO-PhSO.sub.2                                    450    Me       3-MeO-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 19                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         451    Me       4-MeO-benzyl                                                                              Me                                                  452    Me       4-MeO-benzyl                                                                              Et                                                  453    Me       4-MeO-benzyl                                                                              n-Pr                                                454    Me       4-MeO-benzyl                                                                              i-Pr                                                455    Me       4-MeO-benzyl                                                                              allyl                                               456    Me       4-MeO-benzyl                                                                              cinnamyl                                            457    Me       4-MeO-benzyl                                                                              2-propynyl                                          458    Me       4-MeO-benzyl                                                                              2-butynyl                                           459    Me       4-MeO-benzyl                                                                              2-pyridyl                                           460    Me       4-MeO-benzyl                                                                              benzyl                                              461    Me       4-MeO-benzyl                                                                              2-Cl-benzyl                                         462    Me       4-MeO-benzyl                                                                              3-Cl-benzyl                                         463    Me       4-MeO-benzyl                                                                              4-Cl-benzyl                                         464    Me       4-MeO-benzyl                                                                              2-Me-benzyl                                         465    Me       4-MeO-benzyl                                                                              3-Me-benzyl                                         466    Me       4-MeO-benzyl                                                                              4-Me-benzyl                                         467    Me       4-MeO-benzyl                                                                              2-MeO-benzyl                                        468    Me       4-MeO-benzyl                                                                              3-MeO-benzyl                                        469    Me       4-MeO-benzyl                                                                              4-MeO-benzyl                                        470    Me       4-MeO-benzyl                                                                              2-Cl-4-MeO-benzyl                                   471    Me       4-MeO-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              472    Me       4-MeO-benzyl                                                                              2-Me-4-MeO-benzyl                                   473    Me       4-MeO-benzyl                                                                              α-Me-4-MeO-benzyl                             474    Me       4-MeO-benzyl                                                                              4-MeO-PhSO.sub.2                                    475    Me       4-MeO-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 20                                                         ______________________________________                                         No     R.sup.1  R.sup.2     R.sup.3                                            ______________________________________                                         476    Me       3,4-(Cl).sub.2 -benzyl                                                                     Me                                                 477    Me       3,4-(Cl).sub.2 -benzyl                                                                     Et                                                 478    Me       3,4-(Cl).sub.2 -benzyl                                                                     n-Pr                                               479    Me       3,4-(Cl).sub.2 -benzyl                                                                     i-Pr                                               480    Me       3,4-(Cl).sub.2 -benzyl                                                                     allyl                                              481    Me       3,4-(Cl).sub.2 -benzyl                                                                     cinnamyl                                           482    Me       3,4-(Cl).sub.2 -benzyl                                                                     2-propynyl                                         483    Me       3,4-(Cl).sub.2 -benzyl                                                                     2-butynyl                                          484    Me       3,4-(Cl).sub.2 -benzyl                                                                     2-pyridyl                                          485    Me       3,4-(Cl).sub.2 -benzyl                                                                     benzyl                                             486    Me       3,4-(Cl).sub.2 -benzyl                                                                     2-Cl-benzyl                                        487    Me       3,4-(Cl).sub.2 -benzyl                                                                     3-Cl-benzyl                                        488    Me       3,4-(Cl).sub.2 -benzyl                                                                     4-Cl-benzyl                                        489    Me       3,4-(Cl).sub.2 -benzyl                                                                     2-Me-benzyl                                        490    Me       3,4-(Cl).sub.2 -benzyl                                                                     3-Me-benzyl                                        491    Me       3,4-(Cl).sub.2 -benzyl                                                                     4-Me-benzyl                                        492    Me       3,4-(Cl).sub.2 -benzyl                                                                     2-MeO-benzyl                                       493    Me       3,4-(Cl).sub.2 -benzyl                                                                     3-MeO-benzyl                                       494    Me       3,4-(Cl).sub.2 -benzyl                                                                     4-MeO-benzyl                                       495    Me       3,4-(Cl).sub.2 -benzyl                                                                     2-Cl-4-MeO-benzyl                                  496    Me       3,4-(Cl).sub.2 -benzyl                                                                     3,4-(Cl).sub.2 -benzyl                             497    Me       3,4-(Cl).sub.2 benzyl                                                                      2-Me-4-MeO-benzyl                                  498    Me       3,4-(Cl).sub.2 -benzyl                                                                     α-Me-4-MeO-benzyl                            499    Me       3,4-(Cl).sub.2 -benzyl                                                                     4-MeO-PhSO.sub.2                                   500    Me       3,4-(Cl).sub.2 -benzyl                                                                     4-pyridylCH.sub.2                                  ______________________________________                                    

                  TABLE 21                                                         ______________________________________                                         No     R.sup.1 R.sup.2      R.sup.3                                            ______________________________________                                         501    Me      2-Cl-4-MeO-benzyl                                                                           Me                                                 502    Me      2-Cl-4-MeO-benzyl                                                                           Et                                                 503    Me      2-Cl-4-MeO-benzyl                                                                           n-Pr                                               504    Me      2-Cl-4-MeO-benzyl                                                                           i-Pr                                               505    Me      2-Cl-4-MeO-benzyl                                                                           allyl                                              506    Me      2-Cl-4-MeO-benzyl                                                                           cinnamyl                                           507    Me      2-Cl-4-MeO-benzyl                                                                           2-propynyl                                         508    Me      2-Cl-4-MeO-benzyl                                                                           2-butynyl                                          509    Me      2-Cl-4-MeO-benzyl                                                                           2-pyridyl                                          510    Me      2-Cl-4-MeO-benzyl                                                                           benzyl                                             511    Me      2-Cl-4-MeO-benzyl                                                                           2-Cl-benzyl                                        512    Me      2-Cl-4-MeO-benzyl                                                                           3-Cl-benzyl                                        513    Me      2-Cl-4-MeO-benzyl                                                                           4-Cl-benzyl                                        514    Me      2-Cl-4-MeO-benzyl                                                                           2-Me-benzyl                                        515    Me      2-Cl-4-MeO-benzyl                                                                           3-Me-benzyl                                        516    Me      2-Cl-4-MeO-benzyl                                                                           4-Me-benzyl                                        517    Me      2-Cl-4-MeO-benzyl                                                                           2-MeO-benzyl                                       518    Me      2-Cl-4-MeO-benzyl                                                                           3-MeO-benzyl                                       519    Me      2-Cl-4-MeO-benzyl                                                                           4-MeO-benzyl                                       520    Me      2-Cl-4-MeO-benzyl                                                                           2-Cl-4-MeO-benzyl                                  521    Me      2-Cl-4-MeO-benzyl                                                                           3,4-(Cl).sub.2 -benzyl                             522    Me      2-Cl-4-MeO-benzyl                                                                           2-Me-4-MeO-benzyl                                  523    Me      2-Cl-4-MeO-benzyl                                                                           α-Me-4-MeO-benzyl                            524    Me      2-Cl-4-MeO-benzyl                                                                           4-MeO-PhSO.sub.2                                   525    Me      2-Cl-4-MeO-benzyl                                                                           4-pyridylCH.sub.2                                  ______________________________________                                    

                  TABLE 22                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         526    Me       2-pyridylCH.sub.2                                                                         Me                                                  527    Me       2-pyridylCH.sub.2                                                                         Et                                                  528    Me       2-pyridylCH.sub.2                                                                         n-Pr                                                529    Me       2-pyridylCH.sub.2                                                                         i-Pr                                                530    Me       2-pyridylCH.sub.2                                                                         allyl                                               531    Me       2-pyridylCH.sub.2                                                                         cinnamyl                                            532    Me       2-pyridylCH.sub.2                                                                         2-propynyl                                          533    Me       2-pyridylCH.sub.2                                                                         2-butynyl                                           534    Me       2-pyridylCH.sub.2                                                                         2-pyridyl                                           535    Me       2-pyridylCH.sub.2                                                                         benzyl                                              536    Me       2-pyridylCH.sub.2                                                                         2-Cl-benzyl                                         537    Me       2-pyridylCH.sub.2                                                                         3-Cl-benzyl                                         538    Me       2-pyridylCH.sub.2                                                                         4-Cl-benzyl                                         539    Me       2-pyridylCH.sub.2                                                                         2-Me-benzyl                                         540    Me       2-pyridylCH.sub.2                                                                         3-Me-benzyl                                         541    Me       2-pyridylCH.sub.2                                                                         4-Me-benzyl                                         542    Me       2-pyridylCH.sub.2                                                                         2-MeO-benzyl                                        543    Me       2-pyridylCH.sub.2                                                                         3-MeO-benzyl                                        544    Me       2-pyridylCH.sub.2                                                                         4-MeO-benzyl                                        545    Me       2-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                   546    Me       2-pyridylCH.sub.2                                                                         3,4-(Cl).sub.2 -benzyl                              547    Me       2-pyridylCH.sub.2                                                                         2-Me-4-MeO-benzyl                                   548    Me       2-pyridylCH.sub.2                                                                         α-Me-4-MeO-benzyl                             549    Me       2-pyridylCH.sub.2                                                                         4-MeO-PhSO.sub.2                                    550    Me       2-pyridylCH.sub.2                                                                         4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 23                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         551    Me       3-pyridylCH.sub.2                                                                         Me                                                  552    Me       3-pyridylCH.sub.2                                                                         Et                                                  553    Me       3-pyridylCH.sub.2                                                                         n-Pr                                                554    Me       3-pyridylCH.sub.2                                                                         i-Pr                                                555    Me       3-pyridylCH.sub.2                                                                         allyl                                               556    Me       3-pyridylCH.sub.2                                                                         cinnamyl                                            557    Me       3-pyridylCH.sub.2                                                                         2-propynyl                                          558    Me       3-pyridylCH.sub.2                                                                         2-butynyl                                           559    Me       3-pyridylCH.sub.2                                                                         2-pyridyl                                           560    Me       3-pyridylCH.sub.2                                                                         benzyl                                              561    Me       3-pyridylCH.sub.2                                                                         2-Cl-benzyl                                         562    Me       3-pyridylCH.sub.2                                                                         3-Cl-benzyl                                         563    Me       3-pyridylCH.sub.2                                                                         4-Cl-benzyl                                         564    Me       3-pyridylCH.sub.2                                                                         2-Me-benzyl                                         565    Me       3-pyridylCH.sub.2                                                                         3-Me-benzyl                                         566    Me       3-pyridylCH.sub.2                                                                         4-Me-benzyl                                         567    Me       3-pyridylCH.sub.2                                                                         2-MeO-benzyl                                        568    Me       3-pyridylCH.sub.2                                                                         3-MeO-benzyl                                        569    Me       3-pyridylCH.sub.2                                                                         4-MeO-benzyl                                        570    Me       3-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                   571    Me       3-pyridylCH.sub.2                                                                         3,4-(Cl).sub.2 -benzyl                              572    Me       3-pyridylCH.sub.2                                                                         2-Me-4-MeO-benzyl                                   573    Me       3-pyridylCH.sub.2                                                                         α-Me-4-MeO-benzyl                             574    Me       3-pyridylCH.sub.2                                                                         4-MeO-PhSO.sub.2                                    575    Me       3-pyridylCH.sub.2                                                                         4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 24                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         576    Me       4-pyridylCH.sub.2                                                                         Me                                                  577    Me       4-pyridylCH.sub.2                                                                         Et                                                  578    Me       4-pyridylCH.sub.2                                                                         n-Pr                                                579    Me       4-pyridylCH.sub.2                                                                         i-Pr                                                580    Me       4-pyridylCH.sub.2                                                                         allyl                                               581    Me       4-pyridylCH.sub.2                                                                         cinnamyl                                            582    Me       4-pyridylCH.sub.2                                                                         2-propynyl                                          583    Me       4-pyridylCH.sub.2                                                                         2-butynyl                                           584    Me       4-pyridylCH.sub.2                                                                         2-pyridyl                                           585    Me       4-pyridylCH.sub.2                                                                         benzyl                                              586    Me       4-pyridylCH.sub.2                                                                         2-Cl-benzyl                                         587    Me       4-pyridylCH.sub.2                                                                         3-Cl-benzyl                                         588    Me       4-pyridylCH.sub.2                                                                         4-Cl-benzyl                                         589    Me       4-pyridylCH.sub.2                                                                         2-Me-benzyl                                         590    Me       4-pyridylCH.sub.2                                                                         3-Me-benzyl                                         591    Me       4-pyridylCH.sub.2                                                                         4-Me-benzyl                                         592    Me       4-pyridylCH.sub.2                                                                         2-MeO-benzyl                                        593    Me       4-pyridylCH.sub.2                                                                         3-MeO-benzyl                                        594    Me       4-pyridylCH.sub.2                                                                         4-MeO-benzyl                                        595    Me       4-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                   596    Me       4-pyridylCH.sub.2                                                                         3,4-(Cl).sub.2 -benzyl                              597    Me       4-pyridylCH.sub.2                                                                         2-Me-4-MeO-benzyl                                   598    Me       4-pyridylCH.sub.2                                                                         α-Me-4-MeO-benzyl                             599    Me       4-pyridylCH.sub.2                                                                         4-MeO-PhSO.sub.2                                    600    Me       4-pyridylCH.sub.2                                                                         4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 25                                                         ______________________________________                                         No      R.sup.1    R.sup.2                                                                              R.sup.3                                               ______________________________________                                         601     Et         Me    Me                                                    602     Et         Me    Et                                                    603     Et         Me    n-Pr                                                  604     Et         Me    i-Pr                                                  605     Et         Me    allyl                                                 606     Et         Me    cinnamyl                                              607     Et         Me    2-propynyl                                            608     Et         Me    2-butynyl                                             609     Et         Me    2-pyridyl                                             610     Et         Me    benzyl                                                611     Et         Me    2-Cl-benzyl                                           612     Et         Me    3-Cl-benzyl                                           613     Et         Me    4-Cl-benzyl                                           614     Et         Me    2-Me-benzyl                                           615     Et         Me    3-Me-benzyl                                           616     Et         Me    4-Me-benzyl                                           617     Et         Me    2-MeO-benzyl                                          618     Et         Me    3-MeO-benzyl                                          619     Et         Me    4-MeO-benzyl                                          620     Et         Me    2-Cl-4-MeO-benzyl                                     621     Et         Me    3,4-(Cl).sub.2 -benzyl                                622     Et         Me    2-Me-4-MeO-benzyl                                     623     Et         Me    α-Me-4-MeO-benzyl                               624     Et         Me    4-MeO-PhSO.sub.2                                      625     Et         Me    4-pyridylCH.sub.2                                     ______________________________________                                    

                  TABLE 26                                                         ______________________________________                                         No     R.sup.1    R.sup.2  R.sup.3                                             ______________________________________                                         626    Et         MeOCH.sub.2                                                                             Me                                                  627    Et         MeOCH.sub.2                                                                             Et                                                  628    Et         MeOCH.sub.2                                                                             n-Pr                                                629    Et         MeOCH.sub.2                                                                             i-Pr                                                630    Et         MeOCH.sub.2                                                                             allyl                                               631    Et         MeOCH.sub.2                                                                             cinnamyl                                            632    Et         MeOCH.sub.2                                                                             2-propynyl                                          633    Et         MeOCH.sub.2                                                                             2-butynyl                                           634    Et         MeOCH.sub.2                                                                             2-pyridyl                                           635    Et         MeOCH.sub.2                                                                             benzyl                                              636    Et         MeOCH.sub.2                                                                             2-Cl-benzyl                                         637    Et         MeOCH.sub.2                                                                             3-Cl-benzyl                                         638    Et         MeOCH.sub.2                                                                             4-Cl-benzyl                                         639    Et         MeOCH.sub.2                                                                             2-Me-benzyl                                         640    Et         MeOCH.sub.2                                                                             3-Me-benzyl                                         641    Et         MeOCH.sub.2                                                                             4-Me-benzyl                                         642    Et         MeOCH.sub.2                                                                             2-MeO-benzyl                                        643    Et         MeOCH.sub.2                                                                             3-MeO-benzyl                                        644    Et         MeOCH.sub.2                                                                             4-MeO-benzyl                                        645    Et         MeOCH.sub.2                                                                             2-Cl-4-MeO-benzyl                                   646    Et         MeOCH.sub.2                                                                             3,4-(Cl).sub.2 -benzyl                              647    Et         MeOCH.sub.2                                                                             2-Me-4-MeO-benzyl                                   648    Et         MeOCH.sub.2                                                                             α-Me-4-MeO-benzyl                             649    Et         MeOCH.sub.2                                                                             4-MeO-PhSO.sub.2                                    650    Et         MeOCH.sub.2                                                                             4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 27                                                         ______________________________________                                         No      R.sup.1    R.sup.2                                                                              R.sup.3                                               ______________________________________                                         651     Et         Et    Me                                                    652     Et         Et    Et                                                    653     Et         Et    n-Pr                                                  654     Et         Et    i-Pr                                                  655     Et         Et    allyl                                                 656     Et         Et    cinnamyl                                              657     Et         Et    2-propynyl                                            658     Et         Et    2-butynyl                                             659     Et         Et    2-pyridyl                                             660     Et         Et    benzyl                                                661     Et         Et    2-Cl-benzyl                                           662     Et         Et    3-Cl-benzyl                                           663     Et         Et    4-Cl-benzyl                                           664     Et         Et    2-Me-benzyl                                           665     Et         Et    3-Me-benzyl                                           666     Et         Et    4-Me-benzyl                                           667     Et         Et    2-MeO-benzyl                                          668     Et         Et    3-MeO-benzyl                                          669     Et         Et    4-MeO-benzyl                                          670     Et         Et    2-Cl-4-MeO-benzyl                                     671     Et         Et    3,4-(Cl).sub.2 -benzyl                                672     Et         Et    2-Me-4-MeO-benzyl                                     673     Et         Et    α-Me-4-MeO-benzyl                               674     Et         Et    4-MeO-PhSO.sub.2                                      675     Et         Et    4-pyridylCH.sub.2                                     ______________________________________                                    

                  TABLE 28                                                         ______________________________________                                         No      R.sup.1    R.sup.2                                                                               R.sup.3                                              ______________________________________                                         676     Et         allyl  Me                                                   677     Et         allyl  Et                                                   678     Et         allyl  n-Pr                                                 679     Et         allyl  i-Pr                                                 680     Et         allyl  allyl                                                681     Et         allyl  cinnamyl                                             682     Et         allyl  2-propynyl                                           683     Et         allyl  2-butynyl                                            684     Et         allyl  2-pyridyl                                            685     Et         allyl  benzyl                                               686     Et         allyl  2-Cl-benzyl                                          687     Et         allyl  3-Cl-benzyl                                          688     Et         allyl  4-Cl-benzyl                                          689     Et         allyl  2-Me-benzyl                                          690     Et         allyl  3-Me-benzyl                                          691     Et         allyl  4-Me-benzyl                                          692     Et         allyl  2-MeO-benzyl                                         693     Et         allyl  3-MeO-benzyl                                         694     Et         allyl  4-MeO-benzyl                                         695     Et         allyl  2-Cl-4-MeO-benzyl                                    696     Et         allyl  3,4-(Cl).sub.2 -benzyl                               697     Et         allyl  2-Me-4-MeO-benzyl                                    698     Et         allyl  α-Me-4-MeO-benzyl                              699     Et         allyl  4-MeO-PhSO.sub.2                                     700     Et         allyl  4-pyridylCH.sub.2                                    ______________________________________                                    

                  TABLE 29                                                         ______________________________________                                         No     R.sup.1    R.sup.2  R.sup.3                                             ______________________________________                                         701    Et         cinnamyl Me                                                  702    Et         cinnamyl Et                                                  703    Et         cinnamyl n-Pr                                                704    Et         cinnamyl i-Pr                                                705    Et         cinnamyl allyl                                               706    Et         cinnamyl cinnamyl                                            707    Et         cinnamyl 2-propynyl                                          708    Et         cinnamyl 2-butynyl                                           709    Et         cinnamyl 2-pyridyl                                           710    Et         cinnamyl benzyl                                              711    Et         cinnamyl 2-Cl-benzyl                                         712    Et         cinnamyl 3-Cl-benzyl                                         713    Et         cinnamyl 4-Cl-benzyl                                         714    Et         cinnamyl 2-Me-benzyl                                         715    Et         cinnamyl 3-Me-benzyl                                         716    Et         cinnamyl 4-Me-benzyl                                         717    Et         cinnamyl 2-MeO-benzyl                                        718    Et         cinnamyl 3-MeO-benzyl                                        719    Et         cinnamyl 4-MeO-benzyl                                        720    Et         cinnamyl 2-Cl-4-MeO-benzyl                                   721    Et         cinnamyl 3,4-(Cl).sub.2 -benzyl                              722    Et         cinnamyl 2-Me-4-MeO-benzyl                                   723    Et         cinnamyl α-Me-4-MeO-benzyl                             724    Et         cinnamyl 4-MeO-PhSO.sub.2                                    725    Et         cinnamyl 4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 30                                                         ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         726    Et        2-propynyl                                                                               Me                                                  727    Et        2-propynyl                                                                               Et                                                  728    Et        2-propynyl                                                                               n-Pr                                                729    Et        2-propynyl                                                                               i-Pr                                                730    Et        2-propynyl                                                                               allyl                                               731    Et        2-propynyl                                                                               cinnamyl                                            732    Et        2-propynyl                                                                               2-propynyl                                          733    Et        2-propynyl                                                                               2-butynyl                                           734    Et        2-propynyl                                                                               2-pyridyl                                           735    Et        2-propynyl                                                                               benzyl                                              736    Et        2-propynyl                                                                               2-Cl-benzyl                                         737    Et        2-propynyl                                                                               3-Cl-benzyl                                         738    Et        2-propynyl                                                                               4-Cl-benzyl                                         739    Et        2-propynyl                                                                               2-Me-benzyl                                         740    Et        2-propynyl                                                                               3-Me-benzyl                                         741    Et        2-propynyl                                                                               4-Me-benzyl                                         742    Et        2-propynyl                                                                               2-MeO-benzyl                                        743    Et        2-propynyl                                                                               3-MeO-benzyl                                        744    Et        2-propynyl                                                                               4-MeO-benzyl                                        745    Et        2-propynyl                                                                               2-Cl-4-MeO-benzyl                                   746    Et        2-propynyl                                                                               3,4-(Cl).sub.2 -benzyl                              747    Et        2-propynyl                                                                               2-Me-4-MeO-benzyl                                   748    Et        2-propynyl                                                                               α-Me-4-MeO-benzyl                             749    Et        2-propynyl                                                                               4-MeO-PhSO.sub.2                                    750    Et        2-propynyl                                                                               4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 31                                                         ______________________________________                                         No     R.sup.1    R.sup.2  R.sup.3                                             ______________________________________                                         751    Et         2-pyridyl                                                                               Me                                                  752    Et         2-pyridyl                                                                               Et                                                  753    Et         2-pyridyl                                                                               n-Pr                                                754    Et         2-pyridyl                                                                               i-Pr                                                755    Et         2-pyridyl                                                                               allyl                                               756    Et         2-pyridyl                                                                               cinnamyl                                            757    Et         2-pyridyl                                                                               2-propynyl                                          758    Et         2-pyridyl                                                                               2-butynyl                                           759    Et         2-pyridyl                                                                               2-pyridyl                                           760    Et         2-pyridyl                                                                               benzyl                                              761    Et         2-pyridyl                                                                               2-Cl-benzyl                                         762    Et         2-pyridyl                                                                               3-Cl-benzyl                                         763    Et         2-pyridyl                                                                               4-Cl-benzyl                                         764    Et         2-pyridyl                                                                               2-Me-benzyl                                         765    Et         2-pyridyl                                                                               3-Me-benzyl                                         766    Et         2-pyridyl                                                                               4-Me-benzyl                                         767    Et         2-pyridyl                                                                               2-MeO-benzyl                                        768    Et         2-pyridyl                                                                               3-MeO-benzyl                                        769    Et         2-pyridyl                                                                               4-MeO-benzyl                                        770    Et         2-pyridyl                                                                               2-Cl-4-MeO-benzyl                                   771    Et         2-pyridyl                                                                               3,4-(Cl).sub.2 -benzyl                              772    Et         2-pyridyl                                                                               2-Me-4-MeO-benzyl                                   773    Et         2-pyridyl                                                                               α-Me-4-MeO-benzyl                             774    Et         2-pyridyl                                                                               4-MeO-PhSO.sub.2                                    775    Et         2-pyridyl                                                                               4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 32                                                         ______________________________________                                         No      R.sup.1   R.sup.2 R.sup.3                                              ______________________________________                                         776     Et        benzyl  Me                                                   777     Et        benzyl  Et                                                   778     Et        benzyl  n-Pr                                                 779     Et        benzyl  i-Pr                                                 780     Et        benzyl  allyl                                                781     Et        benzyl  cinnamyl                                             782     Et        benzyl  2-propynyl                                           783     Et        benzyl  2-butynyl                                            784     Et        benzyl  2-pyridyl                                            785     Et        benzyl  benzyl                                               786     Et        benzyl  2-Cl-benzyl                                          787     Et        benzyl  3-Cl-benzyl                                          788     Et        benzyl  4-Cl-benzyl                                          789     Et        benzyl  2-Me-benzyl                                          790     Et        benzyl  3-Me-benzyl                                          791     Et        benzyl  4-Me-benzyl                                          792     Et        benzyl  2-MeO-benzyl                                         793     Et        benzyl  3-MeO-benzyl                                         794     Et        benzyl  4-MeO-benzyl                                         795     Et        benzyl  2-Cl-4-MeO-benzyl                                    796     Et        benzyl  3,4-(Cl).sub.2 -benzyl                               797     Et        benzyl  2-Me-4-MeO-benzyl                                    798     Et        benzyl  α-Me-4-MeO-benzyl                              799     Et        benzyl  4-MeO-PhSO.sub.2                                     800     Et        benzyl  4-pyridylCH.sub.2                                    ______________________________________                                    

                  TABLE 33                                                         ______________________________________                                         No     R.sup.1    R.sup.2  R.sup.3                                             ______________________________________                                         801    Et         2-butynyl                                                                               Me                                                  802    Et         2-butynyl                                                                               Et                                                  803    Et         2-butynyl                                                                               n-Pr                                                804    Et         2-butynyl                                                                               i-Pr                                                805    Et         2-butynyl                                                                               allyl                                               806    Et         2-butynyl                                                                               cinnamyl                                            807    Et         2-butynyl                                                                               2-propynyl                                          808    Et         2-butynyl                                                                               2-butynyl                                           809    Et         2-butynyl                                                                               2-pyridyl                                           810    Et         2-butynyl                                                                               benzyl                                              811    Et         2-butynyl                                                                               2-Cl-benzyl                                         812    Et         2-butynyl                                                                               3-Cl-benzyl                                         813    Et         2-butynyl                                                                               4-Cl-benzyl                                         814    Et         2-butynyl                                                                               2-Me-benzyl                                         815    Et         2-butynyl                                                                               3-Me-benzyl                                         816    Et         2-butynyl                                                                               4-Me-benzyl                                         817    Et         2-butynyl                                                                               2-MeO-benzyl                                        818    Et         2-butynyl                                                                               3-MeO-benzyl                                        819    Et         2-butynyl                                                                               4-MeO-benzyl                                        820    Et         2-butynyl                                                                               2-Cl-4-MeO-benzyl                                   821    Et         2-butynyl                                                                               3,4-(Cl).sub.2 -benzyl                              822    Et         2-butynyl                                                                               2-Me-4-MeO-benzyl                                   823    Et         2-butynyl                                                                               α-Me-4-MeO-benzyl                             824    Et         2-butynyl                                                                               4-MeO-PhSO.sub.2                                    825    Et         2-butynyl                                                                               4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 34                                                         ______________________________________                                         No      R.sup.1    R.sup.2                                                                              R.sup.3                                               ______________________________________                                         826     Et         Ph    Me                                                    827     Et         Ph    Et                                                    828     Et         Ph    n-Pr                                                  829     Et         Ph    i-Pr                                                  830     Et         Ph    allyl                                                 831     Et         Ph    cinnamyl                                              832     Et         Ph    2-propynyl                                            833     Et         Ph    2-butynyl                                             834     Et         Ph    2-pyridyl                                             835     Et         Ph    benzyl                                                836     Et         Ph    2-Cl-benzyl                                           837     Et         Ph    3-Cl-benzyl                                           838     Et         Ph    4-Cl-benzyl                                           839     Et         Ph    2-Me-benzyl                                           840     Et         Ph    3-Me-benzyl                                           841     Et         Ph    4-Me-benzyl                                           842     Et         Ph    2-MeO-benzyl                                          843     Et         Ph    3-MeO-benzyl                                          844     Et         Ph    4-MeO-benzyl                                          845     Et         Ph    2-Cl-4-MeO-benzyl                                     846     Et         Ph    3,4-(Cl).sub.2 -benzyl                                847     Et         Ph    2-Me-4-MeO-benzyl                                     848     Et         Ph    α-Me-4-MeO-benzyl                               849     Et         Ph    4-MeO-PhSO.sub.2                                      850     Et         Ph    4-pyridylCH.sub.2                                     ______________________________________                                    

                  TABLE 35                                                         ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         851    Et        2-Cl-benzyl                                                                              Me                                                  852    Et        2-Cl-benzyl                                                                              Et                                                  853    Et        2-Cl-benzyl                                                                              n-Pr                                                854    Et        2-Cl-benzyl                                                                              i-Pr                                                855    Et        2-Cl-benzyl                                                                              allyl                                               856    Et        2-Cl-benzyl                                                                              cinnamyl                                            857    Et        2-Cl-benzyl                                                                              2-propynyl                                          858    Et        2-Cl-benzyl                                                                              2-butynyl                                           859    Et        2-Cl-benzyl                                                                              2-pyridyl                                           860    Et        2-Cl-benzyl                                                                              benzyl                                              861    Et        2-Cl-benzyl                                                                              2-Cl-benzyl                                         862    Et        2-Cl-benzyl                                                                              3-Cl-benzyl                                         863    Et        2-Cl-benzyl                                                                              4-Cl-benzyl                                         864    Et        2-Cl-benzyl                                                                              2-Me-benzyl                                         865    Et        2-Cl-benzyl                                                                              3-Me-benzyl                                         866    Et        2-Cl-benzyl                                                                              4-Me-benzyl                                         867    Et        2-Cl-benzyl                                                                              2-MeO-benzyl                                        868    Et        2-Cl-benzyl                                                                              3-MeO-benzyl                                        869    Et        2-Cl-benzyl                                                                              4-MeO-benzyl                                        870    Et        2-Cl-benzyl                                                                              2-Cl-4-MeO-benzyl                                   871    Et        2-Cl-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              872    Et        2-Cl-benzyl                                                                              2-Me-4-MeO-benzyl                                   873    Et        2-Cl-benzyl                                                                              α-Me-4-MeO-benzyl                             874    Et        2-Cl-benzyl                                                                              4-MeO-PhSO.sub.2                                    875    Et        2-Cl-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 36                                                         ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         876    Et        3-Cl-benzyl                                                                              Me                                                  877    Et        3-Cl-benzyl                                                                              Et                                                  878    Et        3-Cl-benzyl                                                                              n-Pr                                                879    Et        3-Cl-benzyl                                                                              i-Pr                                                880    Et        3-Cl-benzyl                                                                              allyl                                               881    Et        3-Cl-benzyl                                                                              cinnamyl                                            882    Et        3-Cl-benzyl                                                                              2-propynyl                                          883    Et        3-Cl-benzyl                                                                              2-butynyl                                           884    Et        3-Cl-benzyl                                                                              2-pyridyl                                           885    Et        3-Cl-benzyl                                                                              benzyl                                              886    Et        3-Cl-benzyl                                                                              2-Cl-benzyl                                         887    Et        3-Cl-benzyl                                                                              3-Cl-benzyl                                         888    Et        3-Cl-benzyl                                                                              4-Cl-benzyl                                         889    Et        3-Cl-benzyl                                                                              2-Me-benzyl                                         890    Et        3-Cl-benzyl                                                                              3-Me-benzyl                                         891    Et        3-Cl-benzyl                                                                              4-Me-benzyl                                         892    Et        3-Cl-benzyl                                                                              2-MeO-benzyl                                        893    Et        3-Cl-benzyl                                                                              3-MeO-benzyl                                        894    Et        3-Cl-benzyl                                                                              4-MeO-benzyl                                        895    Et        3-Cl-benzyl                                                                              2-Cl-4-MeO-benzyl                                   896    Et        3-Cl-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              897    Et        3-Cl-benzyl                                                                              2-Me-4-MeO-benzyl                                   898    Et        3-Cl-benzyl                                                                              α-Me-4-MeO-benzyl                             899    Et        3-Cl-benzyl                                                                              4-MeO-PhSO.sub.2                                    900    Et        3-Cl-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 37                                                         ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         901    Et        4-Cl-benzyl                                                                              Me                                                  902    Et        4-Cl-benzyl                                                                              Et                                                  903    Et        4-Cl-benzyl                                                                              n-Pr                                                904    Et        4-Cl-benzyl                                                                              i-Pr                                                905    Et        4-Cl-benzyl                                                                              allyl                                               906    Et        4-Cl-benzyl                                                                              cinnamyl                                            907    Et        4-Cl-benzyl                                                                              2-propynyl                                          908    Et        4-Cl-benzyl                                                                              2-butynyl                                           909    Et        4-Cl-benzyl                                                                              2-pyridyl                                           910    Et        4-Cl-benzyl                                                                              benzyl                                              911    Et        4-Cl-benzyl                                                                              2-Cl-benzyl                                         912    Et        4-Cl-benzyl                                                                              3-Cl-benzyl                                         913    Et        4-Cl-benzyl                                                                              4-Cl-benzyl                                         914    Et        4-Cl-benzyl                                                                              2-Me-benzyl                                         915    Et        4-Cl-benzyl                                                                              3-Me-benzyl                                         916    Et        4-Cl-benzyl                                                                              4-Me-benzyl                                         917    Et        4-Cl-benzyl                                                                              2-MeO-benzyl                                        918    Et        4-Cl-benzyl                                                                              3-MeO-benzyl                                        919    Et        4-Cl-benzyl                                                                              4-MeO-benzyl                                        920    Et        4-Cl-benzyl                                                                              2-Cl-4-MeO-benzyl                                   921    Et        4-Cl-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              922    Et        4-Cl-benzyl                                                                              2-Me-4-MeO-benzyl                                   923    Et        4-Cl-benzyl                                                                              α-Me-4-MeO-benzyl                             924    Et        4-Cl-benzyl                                                                              4-MeO-PhSO.sub.2                                    925    Et        4-Cl-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 38                                                         ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         926    Et        2-Me-benzyl                                                                              Me                                                  927    Et        2-Me-benzyl                                                                              Et                                                  928    Et        2-Me-benzyl                                                                              n-Pr                                                929    Et        2-Me-benzyl                                                                              i-Pr                                                930    Et        2-Me-benzyl                                                                              allyl                                               931    Et        2-Me-benzyl                                                                              cinnamyl                                            932    Et        2-Me-benzyl                                                                              2-propynyl                                          933    Et        2-Me-benzyl                                                                              2-butynyl                                           934    Et        2-Me-benzyl                                                                              2-pyridyl                                           935    Et        2-Me-benzyl                                                                              benzyl                                              936    Et        2-Me-benzyl                                                                              2-Cl-benzyl                                         937    Et        2-Me-benzyl                                                                              3-Cl-benzyl                                         938    Et        2-Me-benzyl                                                                              4-Cl-benzyl                                         939    Et        2-Me-benzyl                                                                              2-Me-benzyl                                         940    Et        2-Me-benzyl                                                                              3-Me-benzyl                                         941    Et        2-Me-benzyl                                                                              4-Me-benzyl                                         942    Et        2-Me-benzyl                                                                              2-MeO-benzyl                                        943    Et        2-Me-benzyl                                                                              3-MeO-benzyl                                        944    Et        2-Me-benzyl                                                                              4-MeO-benzyl                                        945    Et        2-Me-benzyl                                                                              2-Cl-4-MeO-benzyl                                   946    Et        2-Me-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              947    Et        2-Me-benzyl                                                                              2-Me-4-MeO-benzyl                                   948    Et        2-Me-benzyl                                                                              α-Me-4-MeO-benzyl                             949    Et        2-Me-benzyl                                                                              4-MeO-PhSO.sub.2                                    950    Et        2-Me-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 39                                                         ______________________________________                                         No     R.sup.1   R.sup.2   R.sup.3                                             ______________________________________                                         951    Et        3-Me-benzyl                                                                              Me                                                  952    Et        3-Me-benzyl                                                                              Et                                                  953    Et        3-Me-benzyl                                                                              n-Pr                                                954    Et        3-Me-benzyl                                                                              i-Pr                                                955    Et        3-Me-benzyl                                                                              allyl                                               956    Et        3-Me-benzyl                                                                              cinnamyl                                            957    Et        3-Me-benzyl                                                                              2-propynyl                                          958    Et        3-Me-benzyl                                                                              2-butynyl                                           959    Et        3-Me-benzyl                                                                              2-pyridyl                                           960    Et        3-Me-benzyl                                                                              benzyl                                              961    Et        3-Me-benzyl                                                                              2-Cl-benzyl                                         962    Et        3-Me-benzyl                                                                              3-Cl-benzyl                                         963    Et        3-Me-benzyl                                                                              4-Cl-benzyl                                         964    Et        3-Me-benzyl                                                                              2-Me-benzyl                                         965    Et        3-Me-benzyl                                                                              3-Me-benzyl                                         966    Et        3-Me-benzyl                                                                              4-Me-benzyl                                         967    Et        3-Me-benzyl                                                                              2-MeO-benzyl                                        968    Et        3-Me-benzyl                                                                              3-MeO-benzyl                                        969    Et        3-Me-benzyl                                                                              4-MeO-benzyl                                        970    Et        3-Me-benzyl                                                                              2-Cl-4-MeO-benzyl                                   971    Et        3-Me-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              972    Et        3-Me-benzyl                                                                              2-Me-4-MeO-benzyl                                   973    Et        3-Me-benzyl                                                                              α-Me-4-MeO-benzyl                             974    Et        3-Me-benzyl                                                                              4-MeO-PhSO.sub.2                                    975    Et        3-Me-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 40                                                         ______________________________________                                         No      R.sup.1  R.sup.2   R.sup.3                                             ______________________________________                                         976     Et       4-Me-benzyl                                                                              Me                                                  977     Et       4-Me-benzyl                                                                              Et                                                  978     Et       4-Me-benzyl                                                                              n-Pr                                                979     Et       4-Me-benzyl                                                                              i-Pr                                                980     Et       4-Me-benzyl                                                                              allyl                                               981     Et       4-Me-benzyl                                                                              cinnamyl                                            982     Et       4-Me-benzyl                                                                              2-propynyl                                          983     Et       4-Me-benzyl                                                                              2-butynyl                                           984     Et       4-Me-benzyl                                                                              2-pyridyl                                           985     Et       4-Me-benzyl                                                                              benzyl                                              986     Et       4-Me-benzyl                                                                              2-Cl-benzyl                                         987     Et       4-Me-benzyl                                                                              3-Cl-benzyl                                         988     Et       4-Me-benzyl                                                                              4-Cl-benzyl                                         989     Et       4-Me-benzyl                                                                              2-Me-benzyl                                         990     Et       4-Me-benzyl                                                                              3-Me-benzyl                                         991     Et       4-Me-benzyl                                                                              4-Me-benzyl                                         992     Et       4-Me-benzyl                                                                              2-MeO-benzyl                                        993     Et       4-Me-benzyl                                                                              3-MeO-benzyl                                        994     Et       4-Me-benzyl                                                                              4-MeO-benzyl                                        995     Et       4-Me-benzyl                                                                              2-Cl-4-MeO-benzyl                                   996     Et       4-Me-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              997     Et       4-Me-benzyl                                                                              2-Me-4-MeO-benzyl                                   998     Et       4-Me-benzyl                                                                              α-Me-4-MeO-benzyl                             999     Et       4-Me-benzyl                                                                              4-MeO-PhSO.sub.2                                    1000    Et       4-Me-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 41                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         1001   Et       2-MeO-benzyl                                                                              Me                                                  1002   Et       2-MeO-benzyl                                                                              Et                                                  1003   Et       2-MeO-benzyl                                                                              n-Pr                                                1004   Et       2-MeO-benzyl                                                                              i-Pr                                                1005   Et       2-MeO-benzyl                                                                              allyl                                               1006   Et       2-MeO-benzyl                                                                              cinnamyl                                            1007   Et       2-MeO-benzyl                                                                              2-propynyl                                          1008   Et       2-MeO-benzyl                                                                              2-butynyl                                           1009   Et       2-MeO-benzyl                                                                              2-pyridyl                                           1010   Et       2-MeO-benzyl                                                                              benzyl                                              1011   Et       2-MeO-benzyl                                                                              2-Cl-benzyl                                         1012   Et       2-MeO-benzyl                                                                              3-Cl-benzyl                                         1013   Et       2-MeO-benzyl                                                                              4-Cl-benzyl                                         1014   Et       2-MeO-benzyl                                                                              2-Me-benzyl                                         1015   Et       2-MeO-benzyl                                                                              3-Me-benzyl                                         1016   Et       2-MeO-benzyl                                                                              4-Me-benzyl                                         1017   Et       2-MeO-benzyl                                                                              2-MeO-benzyl                                        1018   Et       2-MeO-benzyl                                                                              3-MeO-benzyl                                        1019   Et       2-MeO-benzyl                                                                              4-MeO-benzyl                                        1020   Et       2-MeO-benzyl                                                                              2-Cl-4-MeO-benzyl                                   1021   Et       2-MeO-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              1022   Et       2-MeO-benzyl                                                                              2-Me-4-MeO-benzyl                                   1023   Et       2-MeO-benzyl                                                                              α-Me-4-MeO-benzyl                             1024   Et       2-MeO-benzyl                                                                              4-MeO-PhSO.sub.2                                    1025   Et       2-MeO-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 42                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         1026   Et       3-MeO-benzyl                                                                              Me                                                  1027   Et       3-MeO-benzyl                                                                              Et                                                  1028   Et       3-MeO-benzyl                                                                              n-Pr                                                1029   Et       3-MeO-benzyl                                                                              i-Pr                                                1030   Et       3-MeO-benzyl                                                                              allyl                                               1031   Et       3-MeO-benzyl                                                                              cinnamyl                                            1032   Et       3-MeO-benzyl                                                                              2-propynyl                                          1033   Et       3-MeO-benzyl                                                                              2-butynyl                                           1034   Et       3-MeO-benzyl                                                                              2-pyridyl                                           1035   Et       3-MeO-benzyl                                                                              benzyl                                              1036   Et       3-MeO-benzyl                                                                              2-Cl-benzyl                                         1037   Et       3-MeO-benzyl                                                                              3-Cl-benzyl                                         1038   Et       3-MeO-benzyl                                                                              4-Cl-benzyl                                         1039   Et       3-MeO-benzyl                                                                              2-Me-benzyl                                         1040   Et       3-MeO-benzyl                                                                              3-Me-benzyl                                         1041   Et       3-MeO-benzyl                                                                              4-Me-benzyl                                         1042   Et       3-MeO-benzyl                                                                              2-MeO-benzyl                                        1043   Et       3-MeO-benzyl                                                                              3-MeO-benzyl                                        1044   Et       3-MeO-benzyl                                                                              4-MeO-benzyl                                        1045   Et       3-MeO-benzyl                                                                              2-Cl-4-MeO-benzyl                                   1046   Et       3-MeO-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              1047   Et       3-MeO-benzyl                                                                              2-Me-4-MeO-benzyl                                   1048   Et       3-MeO-benzyl                                                                              α-Me-4-MeO-benzyl                             1049   Et       3-MeO-benzyl                                                                              4-MeO-PhSO.sub.2                                    1050   Et       3-MeO-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 43                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         1051   Et       4-MeO-benzyl                                                                              Me                                                  1052   Et       4-MeO-benzyl                                                                              Et                                                  1053   Et       4-MeO-benzyl                                                                              n-Pr                                                1054   Et       4-MeO-benzyl                                                                              i-Pr                                                1055   Et       4-MeO-benzyl                                                                              allyl                                               1056   Et       4-MeO-benzyl                                                                              cinnamyl                                            1057   Et       4-MeO-benzyl                                                                              2-propynyl                                          1058   Et       4-MeO-benzyl                                                                              2-butynyl                                           1059   Et       4-MeO-benzyl                                                                              2-pyridyl                                           1060   Et       4-MeO-benzyl                                                                              benzyl                                              1061   Et       4-MeO-benzyl                                                                              2-Cl-benzyl                                         1062   Et       4-MeO-benzyl                                                                              3-Cl-benzyl                                         1063   Et       4-MeO-benzyl                                                                              4-Cl-benzyl                                         1064   Et       4-MeO-benzyl                                                                              2-Me-benzyl                                         1065   Et       4-MeO-benzyl                                                                              3-Me-benzyl                                         1066   Et       4-MeO-benzyl                                                                              4-Me-benzyl                                         1067   Et       4-MeO-benzyl                                                                              2-MeO-benzyl                                        1068   Et       4-MeO-benzyl                                                                              3-MeO-benzyl                                        1069   Et       4-MeO-benzyl                                                                              4-MeO-benzyl                                        1070   Et       4-MeO-benzyl                                                                              2-Cl-4-MeO-benzyl                                   1071   Et       4-MeO-benzyl                                                                              3,4-(Cl).sub.2 -benzyl                              1072   Et       4-MeO-benzyl                                                                              2-Me-4-MeO-benzyl                                   1073   Et       4-MeO-benzyl                                                                              α-Me-4-MeO-benzyl                             1074   Et       4-MeO-benzyl                                                                              4-MeO-PhSO.sub.2                                    1075   Et       4-MeO-benzyl                                                                              4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 44                                                         ______________________________________                                         No     R.sup.1  R.sup.2     R.sup.3                                            ______________________________________                                         1076   Et       3,4-(Cl).sub.2 -benzyl                                                                     Me                                                 1077   Et       3,4-(Cl).sub.2 -benzyl                                                                     Et                                                 1078   Et       3,4-(Cl).sub.2 -benzyl                                                                     n-Pr                                               1079   Et       3,4-(Cl).sub.2 -benzyl                                                                     i-Pr                                               1080   Et       3,4-(Cl).sub.2 -benzyl                                                                     allyl                                              1081   Et       3,4-(Cl).sub.2 -benzyl                                                                     cinnamyl                                           1082   Et       3,4-(Cl).sub.2 -benzyl                                                                     2-propynyl                                         1083   Et       3,4-(Cl).sub.2 -benzyl                                                                     2-butynyl                                          1084   Et       3,4-(Cl).sub.2 -benzyl                                                                     2-pyridyl                                          1085   Et       3,4-(Cl).sub.2 -benzyl                                                                     benzyl                                             1086   Et       3,4-(Cl).sub.2 -benzyl                                                                     2-Cl-benzyl                                        1087   Et       3,4-(Cl).sub.2 -benzyl                                                                     3-Cl-benzyl                                        1088   Et       3,4-(Cl).sub.2 -benzyl                                                                     4-Cl-benzyl                                        1089   Et       3,4-(Cl).sub.2 -benzyl                                                                     2-Me-benzyl                                        1090   Et       3,4-(Cl).sub.2 -benzyl                                                                     3-Me-benzyl                                        1091   Et       3,4-(Cl).sub.2 -benzyl                                                                     4-Me-benzyl                                        1092   Et       3,4-(Cl).sub.2 -benzyl                                                                     2-MeO-benzyl                                       1093   Et       3,4-(Cl).sub.2 -benzyl                                                                     3-MeO-benzyl                                       1094   Et       3,4-(Cl).sub.2 -benzyl                                                                     4-MeO-benzyl                                       1095   Et       3,4-(Cl).sub.2 -benzyl                                                                     2-Cl-4-MeO-benzyl                                  1096   Et       3,4-(Cl).sub.2 -benzyl                                                                     3,4-(Cl).sub.2 -benzyl                             1097   Et       3,4-(Cl).sub.2 -benzyl                                                                     2-Me-4-MeO-benzyl                                  1098   Et       3,4-(Cl).sub.2 -benzyl                                                                     α-Me-4-MeO-benzyl                            1099   Et       3,4-(Cl).sub.2 -benzyl                                                                     4-MeO-PhSO.sub.2                                   1100   Et       3,4-(Cl).sub.2 -benzyl                                                                     4-pyridylCH.sub.2                                  ______________________________________                                    

                  TABLE 45                                                         ______________________________________                                         No     R.sup.1 R.sup.2      R.sup.3                                            ______________________________________                                         1101   Et      2-Cl-4-MeO-benzyl                                                                           Me                                                 1102   Et      2-Cl-4-MeO-benzyl                                                                           Et                                                 1103   Et      2-Cl-4-MeO-benzyl                                                                           n-Pr                                               1104   Et      2-Cl-4-MeO-benzyl                                                                           i-Pr                                               1105   Et      2-Cl-4-MeO-benzyl                                                                           allyl                                              1106   Et      2-Cl-4-MeO-benzyl                                                                           cinnamyl                                           1107   Et      2-Cl-4-MeO-benzyl                                                                           2-propynyl                                         1108   Et      2-Cl-4-MeO-benzyl                                                                           2-butynyl                                          1109   Et      2-Cl-4-MeO-benzyl                                                                           2-pyridyl                                          1110   Et      2-Cl-4-MeO-benzyl                                                                           benzyl                                             1111   Et      2-Cl-4-MeO-benzyl                                                                           2-Cl-benzyl                                        1112   Et      2-Cl-4-MeO-benzyl                                                                           3-Cl-benzyl                                        1113   Et      2-Cl-4-MeO-benzyl                                                                           4-Cl-benzyl                                        1114   Et      2-Cl-4-MeO-benzyl                                                                           2-Me-benzyl                                        1115   Et      2-Cl-4-MeO-benzyl                                                                           3-Me-benzyl                                        1116   Et      2-Cl-4-MeO-benzyl                                                                           4-Me-benzyl                                        1117   Et      2-Cl-4-MeO-benzyl                                                                           2-MeO-benzyl                                       1118   Et      2-Cl-4-MeO-benzyl                                                                           3-MeO-benzyl                                       1119   Et      2-Cl-4-MeO-benzyl                                                                           4-MeO-benzyl                                       1120   Et      2-Cl-4-MeO-benzyl                                                                           2-Cl-4-MeO-benzyl                                  1121   Et      2-Cl-4-MeO-benzyl                                                                           3,4-(Cl).sub.2 -benzyl                             1122   Et      2-Cl-4-MeO-benzyl                                                                           2-Me-4-MeO-benzyl                                  1123   Et      2-Cl-4-MeO-benzyl                                                                           α-Me-4-MeO-benzyl                            1124   Et      2-Cl-4-MeO-benzyl                                                                           4-MeO-PhSO.sub.2                                   1125   Et      2-Cl-4-MeO-benzyl                                                                           4-pyridylCH.sub.2                                  ______________________________________                                    

                  TABLE 46                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         1126   Et       2-pyridylCH.sub.2                                                                         Me                                                  1127   Et       2-pyridylCH.sub.2                                                                         Et                                                  1128   Et       2-pyridylCH.sub.2                                                                         n-Pr                                                1129   Et       2-pyridylCH.sub.2                                                                         i-Pr                                                1130   Et       2-pyridylCH.sub.2                                                                         allyl                                               1131   Et       2-pyridylCH.sub.2                                                                         cinnamyl                                            1132   Et       2-pyridylCH.sub.2                                                                         2-propynyl                                          1133   Et       2-pyridylCH.sub.2                                                                         2-butynyl                                           1134   Et       2-pyridylCH.sub.2                                                                         2-pyridyl                                           1135   Et       2-pyridylCH.sub.2                                                                         benzyl                                              1136   Et       2-pyridylCH.sub.2                                                                         2-Cl-benzyl                                         1137   Et       2-pyridylCH.sub.2                                                                         3-Cl-benzyl                                         1138   Et       2-pyridylCH.sub.2                                                                         4-Cl-benzyl                                         1139   Et       2-pyridylCH.sub.2                                                                         2-Me-benzyl                                         1140   Et       2-pyridylCH.sub.2                                                                         3-Me-benzyl                                         1141   Et       2-pyridylCH.sub.2                                                                         4-Me-benzyl                                         1142   Et       2-pyridylCH.sub.2                                                                         2-MeO-benzyl                                        1143   Et       2-pyridylCH.sub.2                                                                         3-MeO-benzyl                                        1144   Et       2-pyridylCH.sub.2                                                                         4-MeO-benzyl                                        1145   Et       2-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                   1146   Et       2-pyridylCH.sub.2                                                                         3,4-(Cl).sub.2 -benzyl                              1147   Et       2-pyridylCH.sub.2                                                                         2-Me-4-MeO-benzyl                                   1148   Et       2-pyridylCH.sub.2                                                                         α-Me-4-MeO-benzyl                             1149   Et       2-pyridylCH.sub.2                                                                         4-MeO-PhSO.sub.2                                    1150   Et       2-pyridylCH.sub.2                                                                         4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 47                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         1151   Et       3-pyridylCH.sub.2                                                                         Me                                                  1152   Et       3-pyridylCH.sub.2                                                                         Et                                                  1153   Et       3-pyridylCH.sub.2                                                                         n-Pr                                                1154   Et       3-pyridylCH.sub.2                                                                         i-Pr                                                1155   Et       3-pyridylCH.sub.2                                                                         allyl                                               1156   Et       3-pyridylCH.sub.2                                                                         cinnamyl                                            1157   Et       3-pyridylCH.sub.2                                                                         2-propynyl                                          1158   Et       3-pyridylCH.sub.2                                                                         2-butynyl                                           1159   Et       3-pyridylCH.sub.2                                                                         2-pyridyl                                           1160   Et       3-pyridylCH.sub.2                                                                         benzyl                                              1161   Et       3-pyridylCH.sub.2                                                                         2-Cl-benzyl                                         1162   Et       3-pyridylCH.sub.2                                                                         3-Cl-benzyl                                         1163   Et       3-pyridylCH.sub.2                                                                         4-Cl-benzyl                                         1164   Et       3-pyridylCH.sub.2                                                                         2-Me-benzyl                                         1165   Et       3-pyridylCH.sub.2                                                                         3-Me-benzyl                                         1166   Et       3-pyridylCH.sub.2                                                                         4-Me-benzyl                                         1167   Et       3-pyridylCH.sub.2                                                                         2-MeO-benzyl                                        1168   Et       3-pyridylCH.sub.2                                                                         3-MeO-benzyl                                        1169   Et       3-pyridylCH.sub.2                                                                         4-MeO-benzyl                                        1170   Et       3-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                   1171   Et       3-pyridylCH.sub.2                                                                         3,4-(Cl).sub.2 -benzyl                              1172   Et       3-pyridylCH.sub.2                                                                         2-Me-4-MeO-benzyl                                   1173   Et       3-pyridylCH.sub.2                                                                         α-Me-4-MeO-benzyl                             1174   Et       3-pyridylCH.sub.2                                                                         4-MeO-PhSO.sub.2                                    1175   Et       3-pyridylCH.sub.2                                                                         4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 48                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         1176   Et       4-pyridylCH.sub.2                                                                         Me                                                  1177   Et       4-pyridylCH.sub.2                                                                         Et                                                  1178   Et       4-pyridylCH.sub.2                                                                         n-Pr                                                1179   Et       4-pyridylCH.sub.2                                                                         i-Pr                                                1180   Et       4-pyridylCH.sub.2                                                                         allyl                                               1181   Et       4-pyridylCH.sub.2                                                                         cinnamyl                                            1182   Et       4-pyridylCH.sub.2                                                                         2-propynyl                                          1183   Et       4-pyridylCH.sub.2                                                                         2-butynyl                                           1184   Et       4-pyridylCH.sub.2                                                                         2-pyridyl                                           1185   Et       4-pyridylCH.sub.2                                                                         benzyl                                              1186   Et       4-pyridylCH.sub.2                                                                         2-Cl-benzyl                                         1187   Et       4-pyridylCH.sub.2                                                                         3-Cl-benzyl                                         1188   Et       4-pyridylCH.sub.2                                                                         4-Cl-benzyl                                         1189   Et       4-pyridylCH.sub.2                                                                         2-Me-benzyl                                         1190   Et       4-pyridylCH.sub.2                                                                         3-Me-benzyl                                         1191   Et       4-pyridylCH.sub.2                                                                         4-Me-benzyl                                         1192   Et       4-pyridylCH.sub.2                                                                         2-MeO-benzyl                                        1193   Et       4-pyridylCH.sub.2                                                                         3-MeO-benzyl                                        1194   Et       4-pyridylCH.sub.2                                                                         4-MeO-benzyl                                        1195   Et       4-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                   1196   Et       4-pyridylCH.sub.2                                                                         3,4-(Cl).sub.2 -benzyl                              1197   Et       4-pyridylCH.sub.2                                                                         2-Me-4-MeO-benzyl                                   1198   Et       4-pyridylCH.sub.2                                                                         α-Me-4-MeO-benzyl                             1199   Et       4-pyridylCH.sub.2                                                                         4-MeO-PhSO.sub.2                                    1200   Et       4-pyridylCH.sub.2                                                                         4-pyridylCH.sub.2                                   ______________________________________                                    

                  TABLE 49                                                         ______________________________________                                         No     R.sup.1    R.sup.2   R.sup.3                                            ______________________________________                                         1201   Pr         Me        Me                                                 1202   Pr         Me        allyl                                              1203   Pr         Me        benzyl                                             1204   Pr         Me        2-Cl-benzyl                                        1205   Pr         Me        4-Cl-benzyl                                        1206   Pr         Me        2-Me-benzyl                                        1207   Pr         Me        4-Me-benzyl                                        1208   Pr         Me        2-Cl-4-MeO-benzyl                                  1209   Pr         Me        2-MeO-benzyl                                       1210   Pr         Me        4-MeO-benzyl                                       1211   Pr         allyl     Me                                                 1212   Pr         allyl     allyl                                              1213   Pr         allyl     benzyl                                             1214   Pr         allyl     2-Cl-benzyl                                        1215   Pr         allyl     4-Cl-benzyl                                        1216   Pr         allyl     2-Me-benzyl                                        1217   Pr         allyl     4-Me-benzyl                                        1218   Pr         allyl     2-Cl-4-MeO-benzyl                                  1219   Pr         allyl     2-MeO-benzyl                                       1220   Pr         allyl     4-MeO-benzyl                                       1221   Pr         2-propynyl                                                                               Me                                                 1222   Pr         2-propynyl                                                                               allyl                                              1223   Pr         2-propynyl                                                                               benzyl                                             1224   Pr         2-propynyl                                                                               2-Cl-benzy                                         1225   Pr         2-propynyl                                                                               4-Cl-benzyl                                        ______________________________________                                    

                  TABLE 50                                                         ______________________________________                                         No     R.sup.1    R.sup.2   R.sup.3                                            ______________________________________                                         1226   Pr         2-propynyl                                                                               2-Me-benzyl                                        1227   Pr         2-propynyl                                                                               4-Me-benzyl                                        1228   Pr         2-propynyl                                                                               2-Cl-4-MeO-benzyl                                  1229   Pr         2-propynyl                                                                               2-MeO-benzyl                                       1230   Pr         2-propynyl                                                                               4-MeO-benzyl                                       1231   Pr         benzyl    Me                                                 1232   Pr         benzyl    allyl                                              1233   Pr         benzyl    benzyl                                             1234   Pr         benzyl    2-Cl-benzyl                                        1235   Pr         benzyl    4-Cl-benzyl                                        1236   Pr         benzyl    2-Me-benzyl                                        1237   Pr         benzyl    4-Me-benzyl                                        1238   Pr         benzyl    2-Cl-4-MeO-benzyl                                  1239   Pr         benzyl    2-MeO-benzyl                                       1240   Pr         benzyl    4-MeO-benzyl                                       1241   Pr         4-Me-benzyl                                                                              Me                                                 1242   Pr         4-Me-benzyl                                                                              allyl                                              1243   Pr         4-Me-benzyl                                                                              benzyl                                             1244   Pr         4-Me-benzyl                                                                              2-Cl-benzyl                                        1245   Pr         4-Me-benzyl                                                                              4-Cl-benzyl                                        1246   Pr         4-Me-benzyl                                                                              2-Me-benzyl                                        1247   Pr         4-Me-benzyl                                                                              4-Me-benzyl                                        1248   Pr         4-Me-benzyl                                                                              2-Cl-4-MeO-benzyl                                  1249   Pr         4-Me-benzyl                                                                              2-MeO-benzyl                                       1250   Pr         4-Me-benzyl                                                                              4-MeO-benzyl                                       ______________________________________                                    

                  TABLE 51                                                         ______________________________________                                         No     R.sup.1   R.sup.2    R.sup.3                                            ______________________________________                                         1251   Pr        4-Cl-benzyl                                                                               Me                                                 1252   Pr        4-Cl-benzyl                                                                               allyl                                              1253   Pr        4-Cl-benzyl                                                                               benzyl                                             1254   Pr        4-Cl-benzyl                                                                               2-Cl-benzyl                                        1255   Pr        4-Cl-benzyl                                                                               4-Cl-benzyl                                        1256   Pr        4-Cl-benzyl                                                                               2-Me-benzyl                                        1257   Pr        4-Cl-benzyl                                                                               4-Me-benzyl                                        1258   Pr        4-Cl-benzyl                                                                               2-Cl-4-MeO-benzyl                                  1259   Pr        4-Cl-benzyl                                                                               2-MeO-benzyl                                       1260   Pr        4-Cl-benzyl                                                                               4-MeO-benzyl                                       1261   Pr        4-MeO-benzyl                                                                              Me                                                 1262   Pr        4-MeO-benzyl                                                                              allyl                                              1263   Pr        4-MeO-benzyl                                                                              benzyl                                             1264   Pr        4-MeO-benzyl                                                                              2-Cl-benzyl                                        1265   Pr        4-MeO-benzyl                                                                              4-Cl-benzyl                                        1266   Pr        4-MeO-benzyl                                                                              2-Me-benzyl                                        1267   Pr        4-MeO-benzyl                                                                              4-Me-benzyl                                        1268   Pr        4-MeO-benzyl                                                                              2-Cl-4-MeO-benzyl                                  1269   Pr        4-MeO-benzyl                                                                              2-MeO-benzyl                                       1270   Pr        4-MeO-benzyl                                                                              4-MeO-benzyl                                       1271   Pr        2-pyridylCH.sub.2                                                                         Me                                                 1272   Pr        2-pyridylCH.sub.2                                                                         allyl                                              1273   Pr        2-pyridylCH.sub.2                                                                         benzyl                                             1274   Pr        2-pyridylCH.sub.2                                                                         2-Cl-benzyl                                        1275   Pr        2-pyridylCH.sub.2                                                                         4-Cl-benzyl                                        ______________________________________                                    

                  TABLE 52                                                         ______________________________________                                         No     R.sup.1   R.sup.2    R.sup.3                                            ______________________________________                                         1276   Pr        2-pyridylCH.sub.2                                                                         2-Me-benzyl                                        1277   Pr        2-pyridylCH.sub.2                                                                         4-Me-benzyl                                        1278   Pr        2-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                  1279   Pr        2-pyridylCH.sub.2                                                                         2-MeO-benzyl                                       1280   Pr        2-pyridylCH.sub.2                                                                         4-MeO-benzyl                                       1281   Pr        3-pyridylCH.sub.2                                                                         Me                                                 1282   Pr        3-pyridylCH.sub.2                                                                         allyl                                              1283   Pr        3-pyridylCH.sub.2                                                                         benzyl                                             1284   Pr        3-pyridylCH.sub.2                                                                         2-Cl-benzyl                                        1285   Pr        3-pyridylCH.sub.2                                                                         4-Cl-benzyl                                        1286   Pr        3-pyridylCH.sub.2                                                                         2-Me-benzyl                                        1287   Pr        3-pyridylCH.sub.2                                                                         4-Me-benzyl                                        1288   Pr        3-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                  1289   Pr        3-pyridylCH.sub.2                                                                         2-MeO-benzyl                                       1290   Pr        3-pyridylCH.sub.2                                                                         4-MeO-benzyl                                       1291   Pr        4-pyridylCH.sub.2                                                                         Me                                                 1292   Pr        4-pyridylCH.sub.2                                                                         allyl                                              1293   Pr        4-pyridylCH.sub.2                                                                         benzyl                                             1294   Pr        4-pyridylCH.sub.2                                                                         2-Cl-benzyl                                        1295   Pr        4-pyridylCH.sub.2                                                                         4-Cl-benzyl                                        1296   Pr        4-pyridylCH.sub.2                                                                         2-Me-benzyl                                        1297   Pr        4-pyridylCH.sub.2                                                                         4-Me-benzyl                                        1298   Pr        4-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                  1299   Pr        4-pyridylCH.sub.2                                                                         2-MeO-benzyl                                       1300   Pr        4-pyridylCH.sub.2                                                                         4-MeO-benzyl                                       ______________________________________                                    

                  TABLE 53                                                         ______________________________________                                         No     R.sup.1     R.sup.2   R.sup.3                                           ______________________________________                                         1301   Ph          Me        Me                                                1302   Ph          Me        allyl                                             1303   Ph          Me        benzyl                                            1304   Ph          Me        2-Cl-benzyl                                       1305   Ph          Me        4-Cl-benzyl                                       1306   Ph          Me        2-Me-benzyl                                       1307   Ph          Me        4-Me-benzyl                                       1308   Ph          Me        2-Cl-4-MeO-benzyl                                 1309   Ph          Me        2-MeO-benzyl                                      1310   Ph          Me        4-MeO-benzyl                                      1311   Ph          allyl     Me                                                1312   Ph          allyl     allyl                                             1313   Ph          allyl     benzyl                                            1314   Ph          allyl     2-Cl-benzyl                                       1315   Ph          allyl     4-Cl-benzyl                                       1316   Ph          allyl     2-Me-benzyl                                       1317   Ph          allyl     4-Me-benzyl                                       1318   Ph          allyl     2-Cl-4-MeO-benzyl                                 1319   Ph          allyl     2-MeO-benzyl                                      1320   Ph          allyl     4-MeO-benzyl                                      1321   Ph          2-propynyl                                                                               Me                                                1322   Ph          2-propynyl                                                                               allyl                                             1323   Ph          2-propynyl                                                                               benzyl                                            1324   Ph          2-propynyl                                                                               2-Cl-benzy                                        1325   Ph          2-propynyl                                                                               4-Cl-benzyl                                       ______________________________________                                    

                  TABLE 54                                                         ______________________________________                                         No     R.sup.1    R.sup.2   R.sup.3                                            ______________________________________                                         1326   Ph         2-propynyl                                                                               2-Me-benzyl                                        1327   Ph         2-propynyl                                                                               4-Me-benzyl                                        1328   Ph         2-propynyl                                                                               2-Cl-4-MeO-benzyl                                  1329   Ph         2-propynyl                                                                               2-MeO-benzyl                                       1330   Ph         2-propynyl                                                                               4-MeO-benzyl                                       1331   Ph         benzyl    Me                                                 1332   Ph         benzyl    allyl                                              1333   Ph         benzyl    benzyl                                             1334   Ph         benzyl    2-Cl-benzyl                                        1335   Ph         benzyl    4-Cl-benzyl                                        1336   Ph         benzyl    2-Me-benzyl                                        1337   Ph         benzyl    4-Me-benzyl                                        1338   Ph         benzyl    2-Cl-4-MeO-benzyl                                  1339   Ph         benzyl    2-MeO-benzyl                                       1340   Ph         benzyl    4-MeO-benzyl                                       1341   Ph         4-Me-benzyl                                                                              Me                                                 1342   Ph         4-Me-benzyl                                                                              allyl                                              1343   Ph         4-Me-benzyl                                                                              benzyl                                             1344   Ph         4-Me-benzyl                                                                              2-Cl-benzyl                                        1345   Ph         4-Me-benzyl                                                                              4-Cl-benzyl                                        1346   Ph         4-Me-benzyl                                                                              2-Me-benzyl                                        1347   Ph         4-Me-benzyl                                                                              4-Me-benzyl                                        1348   Ph         4-Me-benzyl                                                                              2-Cl-4-MeO-benzyl                                  1349   Ph         4-Me-benzyl                                                                              2-MeO-benzyl                                       1350   Ph         4-Me-benzyl                                                                              4-MeO-benzyl                                       ______________________________________                                    

                  TABLE 55                                                         ______________________________________                                         No     R.sup.1   R.sup.2    R.sup.3                                            ______________________________________                                         1351   Ph        4-Cl-benzyl                                                                               Me                                                 1352   Ph        4-Cl-benzyl                                                                               allyl                                              1353   Ph        4-Cl-benzyl                                                                               benzyl                                             1354   Ph        4-Cl-benzyl                                                                               2-Cl-benzyl                                        1355   Ph        4-Cl-benzyl                                                                               4-Cl-benzyl                                        1356   Ph        4-Cl-benzyl                                                                               2-Me-benzyl                                        1357   Ph        4-Cl-benzyl                                                                               4-Me-benzyl                                        1358   Ph        4-Cl-benzyl                                                                               2-Cl-4-MeO-benzyl                                  1359   Ph        4-Cl-benzyl                                                                               2-MeO-benzyl                                       1360   Ph        4-Cl-benzyl                                                                               4-MeO-benzyl                                       1361   Ph        4-MeO-benzyl                                                                              Me                                                 1362   Ph        4-MeO-benzyl                                                                              allyl                                              1363   Ph        4-MeO-benzyl                                                                              benzyl                                             1364   Ph        4-MeO-benzyl                                                                              2-Cl-benzyl                                        1365   Ph        4-MeO-benzyl                                                                              4-Cl-benzyl                                        1366   Ph        4-MeO-benzyl                                                                              2-Me-benzyl                                        1367   Ph        4-MeO-benzyl                                                                              4-Me-benzyl                                        1368   Ph        4-MeO-benzyl                                                                              2-Cl-4-MeO-benzyl                                  1369   Ph        4-MeO-benzyl                                                                              2-MeO-benzyl                                       1370   Ph        4-MeO-benzyl                                                                              4-MeO-benzyl                                       1371   Ph        2-pyridylCH.sub.2                                                                         Me                                                 1372   Ph        2-pyridylCH.sub.2                                                                         allyl                                              1373   Ph        2-pyridylCH.sub.2                                                                         benzyl                                             1374   Ph        2-pyridylCH.sub.2                                                                         2-Cl-benzyl                                        1375   Ph        2-pyridylCH.sub.2                                                                         4-Cl-benzyl                                        ______________________________________                                    

                  TABLE 56                                                         ______________________________________                                         No     R.sup.1   R.sup.2    R.sup.3                                            ______________________________________                                         1376   Ph        2-pyridylCH.sub.2                                                                         2-Me-benzyl                                        1377   Ph        2-pyridylCH.sub.2                                                                         4-Me-benzyl                                        1378   Ph        2-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                  1379   Ph        2-pyridylCH.sub.2                                                                         2-MeO-benzyl                                       1380   Ph        2-pyridylCH.sub.2                                                                         4-MeO-benzyl                                       1381   Ph        3-pyridylCH.sub.2                                                                         Me                                                 1382   Ph        3-pyridylCH.sub.2                                                                         allyl                                              1383   Ph        3-pyridylCH.sub.2                                                                         benzyl                                             1384   Ph        3-pyridylCH.sub.2                                                                         2-Cl-benzyl                                        1385   Ph        3-pyridylCH.sub.2                                                                         4-Cl-benzyl                                        1386   Ph        3-pyridylCH.sub.2                                                                         2-Me-benzyl                                        1387   Ph        3-pyridylCH.sub.2                                                                         4-Me-benzyl                                        1388   Ph        3-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                  1389   Ph        3-pyridylCH.sub.2                                                                         2-MeO-benzyl                                       1390   Ph        3-pyridylCH.sub.2                                                                         4-MeO-benzyl                                       1391   Ph        4-pyridylCH.sub.2                                                                         Me                                                 1392   Ph        4-pyridylCH.sub.2                                                                         allyl                                              1393   Ph        4-pyridylCH.sub.2                                                                         benzyl                                             1394   Ph        4-pyridylCH.sub.2                                                                         2-Cl-benzyl                                        1395   Ph        4-pyridylCH.sub.2                                                                         4-Cl-benzyl                                        1396   Ph        4-pyridylCH.sub.2                                                                         2-Me-benzyl                                        1397   Ph        4-pyridylCH.sub.2                                                                         4-Me-benzyl                                        1398   Ph        4-pyridylCH.sub.2                                                                         2-Cl-4-MeO-benzyl                                  1399   Ph        4-pyridylCH.sub.2                                                                         2-MeO-benzyl                                       1400   Ph        4-pyridylCH.sub.2                                                                         4-MeO-benzyl                                       ______________________________________                                    

                  TABLE 57                                                         ______________________________________                                         No      R.sup.1   R.sup.2    R.sup.3                                           ______________________________________                                         1401    Pr .sup.i benzyl     benzyl                                            1402    Pr .sup.i benzyl     4-Cl-benzyl                                       1403    Pr .sup.i benzyl     4-Me-benzyl                                       1404    Pr .sup.i benzyl     4-MeO-benzyl                                      1405    Pr .sup.i 4-Cl-benzyl                                                                               benzyl                                            1406    Pr .sup.i 4-Cl-benzyl                                                                               4-Cl-benzyl                                       1407    Pr .sup.i 4-Cl-benzyl                                                                               4-Me-benzyl                                       1408    Pr .sup.i 4-Cl-benzyl                                                                               4-MeO-benzyl                                      1409    Pr .sup.i 4-Me-benzyl                                                                               benzyl                                            1410    Pr .sup.i 4-Me-benzyl                                                                               4-Cl-benzyl                                       1411    Pr .sup.i 4-Me-benzyl                                                                               4-Me-benzyl                                       1412    Pr .sup.i 4-Me-benzyl                                                                               4-MeO-benzyl                                      1413    Pr .sup.i 4-MeO-benzyl                                                                              benzyl                                            1414    Pr .sup.i 4-MeO-benzyl                                                                              4-Cl-benzyl                                       1415    Pr .sup.i 4-MeO-benzyl                                                                              4-Me-benzyl                                       1416    Pr .sup.i 4-MeO-benzyl                                                                              4-MeO-benzyl                                      1417    Pr .sup.i 4-pyridylCH.sub.2                                                                         benzyl                                            1418    Pr .sup.i 4-pyridylCH.sub.2                                                                         4-Cl-benzyl                                       1419    Pr .sup.i 4-pyridylCH.sub.2                                                                         4-Me-benzyl                                       1420    Pr .sup.i 4-pyridylCH.sub.2                                                                         4-MeO-benzyl                                      1421    Me        benzyl     Ph                                                1422    Me        4-Cl-benzyl                                                                               Ph                                                1423    Me        4-Me-benzyl                                                                               Ph                                                1424    Me        4-MeO-benzyl                                                                              Ph                                                1425    Me        4-pyridylCH.sub.2                                                                         Ph                                                ______________________________________                                    

                  TABLE 58                                                         ______________________________________                                         No      R.sup.1    R.sup.2    R.sup.3                                          ______________________________________                                         1426    Me         benzyl     3-Cl-Ph                                          1427    Me         4-Cl-benzyl                                                                               3-Cl-Ph                                          1428    Me         4-Me-benzyl                                                                               3-Cl-Ph                                          1429    Me         4-MeO-benzyl                                                                              3-Cl-Ph                                          1430    Me         4-pyridylCH.sub.2                                                                         3-Cl-Ph                                          1431    Me         benzyl     4-Cl-Ph                                          1432    Me         4-Cl-benzyl                                                                               4-Cl-Ph                                          1433    Me         4-Me-benzyl                                                                               4-Cl-Ph                                          1434    Me         4-MeO-benzyl                                                                              4-Cl-Ph                                          1435    Me         4-pyridylCH.sub.2                                                                         4-Cl-Ph                                          1436    Me         benzyl     3-Me-Ph                                          1437    Me         4-Cl-benzyl                                                                               3-Me-Ph                                          1438    Me         4-Me-benzyl                                                                               3-Me-Ph                                          1439    Me         4-MeO-benzyl                                                                              3-Me-Ph                                          1440    Me         4-pyridylCH.sub.2                                                                         3-Me-Ph                                          1441    Me         benzyl     4-Me-Ph                                          1442    Me         4-Cl-benzyl                                                                               4-Me-Ph                                          1443    Me         4-Me-benzyl                                                                               4-Me-Ph                                          1444    Me         4-MeO-benzyl                                                                              4-Me-Ph                                          1445    Me         4-pyridylCH.sub.2                                                                         4-Me-Ph                                          1446    Me         benzyl     3-MeO-Ph                                         1447    Me         4-Cl-benzyl                                                                               3-MeO-Ph                                         1448    Me         4-Me-benzyl                                                                               3-MeO-Ph                                         1449    Me         4-MeO-benzyl                                                                              3-MeO-Ph                                         1450    Me         4-pyridylCH.sub.2                                                                         3-MeO-Ph                                         ______________________________________                                    

                  TABLE 59                                                         ______________________________________                                         No      R.sup.1    R.sup.2    R.sup.3                                          ______________________________________                                         1451    Me         benzyl     4-MeO-Ph                                         1452    Me         4-Cl-benzyl                                                                               4-MeO-Ph                                         1453    Me         4-Me-benzyl                                                                               4-MeO-Ph                                         1454    Me         4-MeO-benzyl                                                                              4-MeO-Ph                                         1455    Me         4-pyridylCH.sub.2                                                                         4-MeO-Ph                                         1456    Et         benzyl     Ph                                               1457    Et         4-Cl-benzyl                                                                               Ph                                               1458    Et         4-Me-benzyl                                                                               Ph                                               1459    Et         4-MeO-benzyl                                                                              Ph                                               1460    Et         4-pyridylCH.sub.2                                                                         Ph                                               1461    Et         benzyl     3-Cl-Ph                                          1462    Et         4-Cl-benzyl                                                                               3-Cl-Ph                                          1463    Et         4-Me-benzyl                                                                               3-Cl-Ph                                          1464    Et         4-MeO-benzyl                                                                              3-Cl-Ph                                          1465    Et         4-pyridylCH.sub.2                                                                         3-Cl-Ph                                          1466    Et         benzyl     4-Cl-Ph                                          1467    Et         4-Cl-benzyl                                                                               4-Cl-Ph                                          1468    Et         4-Me-benzyl                                                                               4-Cl-Ph                                          1469    Et         4-MeO-benzyl                                                                              4-Cl-Ph                                          1470    Et         4-pyridylCH.sub.2                                                                         4-Cl-Ph                                          1471    Et         benzyl     3-Me-Ph                                          1472    Et         4-Cl-benzyl                                                                               3-Me-Ph                                          1473    Et         4-Me-benzyl                                                                               3-Me-Ph                                          1474    Et         4-MeO-benzyl                                                                              3-Me-Ph                                          1475    Et         4-pyridylCH.sub.2                                                                         3-Me-Ph                                          ______________________________________                                    

                  TABLE 60                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         1476   Et       benzyl     4-Me-Ph                                             1477   Et       4-Cl-benzyl                                                                               4-Me-Ph                                             1478   Et       4-Me-benzyl                                                                               4-Me-Ph                                             1479   Et       4-MeO-benzyl                                                                              4-Me-Ph                                             1480   Et       4-pyridylCH.sub.2                                                                         4-Me-Ph                                             1481   Et       benzyl     3-MeO-Ph                                            1482   Et       4-Cl-benzyl                                                                               3-MeO-Ph                                            1483   Et       4-Me-benzyl                                                                               3-MeO-Ph                                            1484   Et       4-MeO-benzyl                                                                              3-MeO-Ph                                            1485   Et       4-pyridylCH.sub.2                                                                         3-MeO-Ph                                            1486   Et       benzyl     4-MeO-Ph                                            1487   Et       4-Cl-benzyl                                                                               4-MeO-Ph                                            1488   Et       4-Me-benzyl                                                                               4-MeO-Ph                                            1489   Et       4-MeO-benzyl                                                                              4-MeO-Ph                                            1490   Et       4-pyridylCH.sub.2                                                                         4-MeO-Ph                                            1491   Me       4-H.sub.2 N-benzyl                                                                        benzyl                                              1492   Me       4-H.sub.2 N-benzyl                                                                        4-Cl-benzyl                                         1493   Me       4-H.sub.2 N-benzyl                                                                        4-HO-benzyl                                         1494   Me       4-H.sub.2 N-benzyl                                                                        4-MeO-benzyl                                        1495   Me       4-H.sub.2 N-benzyl                                                                        α-Me-4-MeO-benzyl                             1496   Me       4-H.sub.2 N-benzyl                                                                        4-EtO-benzyl                                        1497   Me       4-H.sub.2 N-benzyl                                                                        4-PrO-benzyl                                        1498   Me       4-H.sub.2 N-benzyl                                                                        4-AcO-benzyl                                        1499   Me       4-H.sub.2 N-benzyl                                                                        4-MOMO-benzyl                                       1500   Me       4-H.sub.2 N-benzyl                                                                        4-MeO-Ph(CH.sub.2).sub.2                            ______________________________________                                    

                  TABLE 61                                                         ______________________________________                                         No     R.sup.1  R.sup.2     R.sup.3                                            ______________________________________                                         1501   Me       4-AcNH-benzyl                                                                              benzyl                                             1502   Me       4-AcNH-benzyl                                                                              4-Cl-benzyl                                        1503   Me       4-AcNH-benzyl                                                                              4-HO-benzyl                                        1504   Me       4-AcNH-benzyl                                                                              4-MeO-benzyl                                       1505   Me       4-AcNH-benzyl                                                                              α-Me-4-MeO-benzyl                            1506   Me       4-AcNH-benzyl                                                                              4-EtO-benzyl                                       1507   Me       4-AcNH-benzyl                                                                              4-PrO-benzyl                                       1508   Me       4-AcNH-benzyl                                                                              4-AcO-benzyl                                       1509   Me       4-AcNH-benzyl                                                                              4-MOMO-benzyl                                      1510   Me       4-AcNH-benzyl                                                                              4-MeO-Ph(CH.sub.2).sub.2                           1511   Me       4-CF.sub.3 -benzyl                                                                         benzyl                                             1512   Me       4-CF.sub.3 -benzyl                                                                         4-Cl-benzyl                                        1513   Me       4-CF.sub.3 -benzyl                                                                         4-HO-benzyl                                        1514   Me       4-CF.sub.3 -benzyl                                                                         4-MeO-benzyl                                       1515   Me       4-CF.sub.3 -benzyl                                                                         α-Me-4-MeO-benzyl                            1516   Me       4-CF.sub.3 -benzyl                                                                         4-EtO-benzyl                                       1517   Me       4-CF.sub.3 -benzyl                                                                         4-PrO-benzyl                                       1518   Me       4-CF.sub.3 -benzyl                                                                         4-AcO-benzyl                                       1519   Me       4-CF.sub.3 -benzyl                                                                         4-MOMO-benzyl                                      1520   Me       4-CF.sub.3 -benzyl                                                                         4-MeO-Ph(CH.sub.2).sub.2                           1521   Me       2,5-(Me).sub.2 -benzyl                                                                     benzyl                                             1522   Me       2,5-(Me).sub.2 -benzyl                                                                     4-Cl-benzyl                                        1523   Me       2,5-(Me).sub.2 -benzyl                                                                     4-HO-benzyl                                        1524   Me       2,5-(Me).sub.2 -benzyl                                                                     4-MeO-benzyl                                       1525   Me       2,5-(Me).sub.2 -benzyl                                                                     α-Me-4-MeO-benzyl                            ______________________________________                                    

                  TABLE 62                                                         ______________________________________                                         No     R.sup.1  R.sup.2     R.sup.3                                            ______________________________________                                         1526   Me       2,5-(Me).sub.2 -benzyl                                                                     4-EtO-benzyl                                       1527   Me       2,5-(Me).sub.2 -benzyl                                                                     4-PrO-benzyl                                       1528   Me       2,5-(Me).sub.2 -benzyl                                                                     4-AcO-benzyl                                       1529   Me       2,5-(Me).sub.2 -benzyl                                                                     4-MOMO-benzyl                                      1530   Me       2,5-(Me).sub.2 -benzyl                                                                     4-MeO-Ph(CH.sub.2).sub.2                           1531   Me       1-naphthylmethyl                                                                           benzyl                                             1532   Me       1-naphthylmethyl                                                                           4-Cl-benzyl                                        1533   Me       1-naphthylmethyl                                                                           4-HO-benzyl                                        1534   Me       1-naphthylmethyl                                                                           4-MeO-benzyl                                       1535   Me       1-naphthylmethyl                                                                           α-Me-4-MeO-benzyl                            1536   Me       1-naphthylmethyl                                                                           4-EtO-benzyl                                       1537   Me       1-naphthylmethyl                                                                           4-PrO-benzyl                                       1538   Me       1-naphthylmethyl                                                                           4-AcO-benzyl                                       1539   Me       1-naphthylmethyl                                                                           4-MOMO-benzyl                                      1540   Me       1-naphthylmethyl                                                                           4-MeO-Ph(CH.sub.2).sub.2                           1541   Me       2-naphthylmethyl                                                                           benzyl                                             1542   Me       2-naphthylmethyl                                                                           4-Cl-benzyl                                        1543   Me       2-naphthylmethyl                                                                           4-HO-benzyl                                        1544   Me       2-naphthylmethyl                                                                           4-MeO-benzyl                                       1545   Me       2-naphthylmethyl                                                                           α-Me-4-MeO-benzyl                            1546   Me       2-naphthylmethyl                                                                           4-EtO-benzyl                                       1547   Me       2-naphthylmethyl                                                                           4-PrO-benzyl                                       1548   Me       2-naphthylmethyl                                                                           4-AcO-benzyl                                       1549   Me       2-naphthylmethyl                                                                           4-MOMO-benzyl                                      1550   Me       2-naphthylmethyl                                                                           4-MeO-Ph(CH.sub.2).sub.2                           ______________________________________                                    

                  TABLE 63                                                         ______________________________________                                         No      R.sup.1   R.sup.2 R.sup.3                                              ______________________________________                                         1551    Me        2-thenyl                                                                               benzyl                                               1552    Me        2-thenyl                                                                               4-Cl-benzyl                                          1553    Me        2-thenyl                                                                               4-HO-benzyl                                          1554    Me        2-thenyl                                                                               4-MeO-benzyl                                         1555    Me        2-thenyl                                                                               α-Me-4-MeO-benzyl                              1556    Me        2-thenyl                                                                               4-EtO-benzyl                                         1557    Me        2-thenyl                                                                               4-PrO-benzyl                                         1558    Me        2-thenyl                                                                               4-AcO-benzyl                                         1559    Me        2-thenyl                                                                               4-MOMO-benzyl                                        1560    Me        2-thenyl                                                                               4-MeO-Ph(CH.sub.2).sub.2                             1561    Me        3-thenyl                                                                               benzyl                                               1562    Me        3-thenyl                                                                               4-Cl-benzyl                                          1563    Me        3-thenyl                                                                               4-HO-benzyl                                          1564    Me        3-thenyl                                                                               4-MeO-benzyl                                         1565    Me        3-thenyl                                                                               α-Me-4-MeO-benzyl                              1566    Me        3-thenyl                                                                               4-EtO-benzyl                                         1567    Me        3-thenyl                                                                               4-PrO-benzyl                                         1568    Me        3-thenyl                                                                               4-AcO-benzyl                                         1569    Me        3-thenyl                                                                               4-MOMO-benzyl                                        1570    Me        3-thenyl                                                                               4-MeO-Ph(CH.sub.2).sub.2                             1571    Me        benzyl  4-HO-benzyl                                          1572    Me        benzyl  4-EtO-benzyl                                         1573    Me        benzyl  4-PrO-benzyl                                         1574    Me        benzyl  4-AcO-benzyl                                         1575    Me        benzyl  4-MOMO-benzyl                                        ______________________________________                                    

                  TABLE 64                                                         ______________________________________                                         No     R.sup.1    R.sup.2    R.sup.3                                           ______________________________________                                         1576   Me         benzyl     4-MeO-Ph(CH.sub.2).sub.2                          1577   Me         benzyl     4-AllylO-benzyl                                   1578   Me         benzyl     4-PhO-benzyl                                      1579   Me         2-propynyl 4-HO-benzyl                                       1580   Me         2-propynyl 4-EtO-benzyl                                      1581   Me         2-propynyl 4-PrO-benzyl                                      1582   Me         2-propynyl 4-AcO-benzyl                                      1583   Me         2-propynyl 4-MOMO-benzyl                                     1584   Me         2-propynyl 4-MeO-Ph(CH.sub.2).sub.2                          1585   Me         2-Cl-benzyl                                                                               4-HO-benzyl                                       1586   Me         2-Cl-benzyl                                                                               4-EtO-benzyl                                      1587   Me         2-Cl-benzyl                                                                               4-PrO-benzyl                                      1588   Me         2-Cl-benzyl                                                                               4-AcO-benzyl                                      1589   Me         2-Cl-benzyl                                                                               4-MOMO-benzyl                                     1590   Me         2-Cl-benzyl                                                                               4-MeO-Ph(CH.sub.2).sub.2                          1591   Me         4-Cl-benzyl                                                                               4-HO-benzyl                                       1592   Me         4-Cl-benzyl                                                                               4-EtO-benzyl                                      1593   Me         4-Cl-benzyl                                                                               4-PrO-benzyl                                      1594   Me         4-Cl-benzyl                                                                               4-AcO-benzyl                                      1595   Me         4-Cl-benzyl                                                                               4-MOMO-benzyl                                     1596   Me         4-Cl-benzyl                                                                               4-MeO-Ph(CH.sub.2).sub.2                          1597   Me         2-MeO-benzyl                                                                              4-HO-benzyl                                       1598   Me         2-MeO-benzyl                                                                              4-EtO-benzyl                                      1599   Me         2-MeO-benzyl                                                                              4-PrO-benzyl                                      1600   Me         2-MeO-benzyl                                                                              4-AcO-benzyl                                      ______________________________________                                    

                  TABLE 65                                                         ______________________________________                                         No     R.sup.1  R.sup.2    R.sup.3                                             ______________________________________                                         1601   Me       2-MeO-benzyl                                                                              4-MOMO-benzyl                                       1602   Me       2-MeO-benzyl                                                                              4-MeO-Ph(CH.sub.2).sub.2                            1603   Me       4-MeO-benzyl                                                                              4-HO-benzyl                                         1604   Me       4-MeO-benzyl                                                                              4-EtO-benzyl                                        1605   Me       4-MeO-benzyl                                                                              4-Pr-benzyl                                         1606   Me       4-MeO-benzyl                                                                              4-AcO-benzyl                                        1607   Me       4-MeO-benzyl                                                                              4-MOMO-benzyl                                       1608   Me       4-MeO-benzyl                                                                              4-MeO-Ph(CH.sub.2).sub.2                            1609   Me       2-pyridylCH.sub.2                                                                         4-HO-benzyl                                         1610   Me       2-pyridylCH.sub.2                                                                         4-EtO-benzyl                                        1611   Me       2-pyridylCH.sub.2                                                                         4-PrO-benzyl                                        1612   Me       2-pyridylCH.sub.2                                                                         4-AcO-benzyl                                        1613   Me       2-pyridylCH.sub.2                                                                         4-MOMO-benzyl                                       1614   Me       2-pyridylCH.sub.2                                                                         4-MeO-Ph(CH.sub.2).sub.2                            1615   Me       4-pyridylCH.sub.2                                                                         4-HO-benzyl                                         1616   Me       4-pyridylCH.sub.2                                                                         4-EtO-benzyl                                        1617   Me       4-pyridylCH.sub.2                                                                         4-PrO-benzyl                                        1618   Me       4-pyridylCH.sub.2                                                                         4-AcO-benzyl                                        1619   Me       4-pyridylCH.sub.2                                                                         4-MOMO-benzyl                                       1620   Me       4-pyridylCH.sub.2                                                                         4-MeO-Ph(CH.sub.2).sub.2                            1621   Et       4-H.sub.2 N-benzyl                                                                        benzyl                                              1622   Et       4-H.sub.2 N-benzyl                                                                        4-Cl-benzyl                                         1623   Et       4-H.sub.2 N-benzyl                                                                        4-HO-benzyl                                         1624   Et       4-H.sub.2 N-benzyl                                                                        4-MeO-benzyl                                        1625   Et       4-H.sub.2 N-benzyl                                                                        α-Me-4-MeO-benzyl                             ______________________________________                                    

                  TABLE 66                                                         ______________________________________                                         No     R.sup.1  R.sup.2     R.sup.3                                            ______________________________________                                         1626   Et       4-H.sub.2 N-benzyl                                                                         4-EtO-benzyl                                       1627   Et       4-H.sub.2 N-benzyl                                                                         4-PrO-benzyl                                       1628   Et       4-H.sub.2 N-benzyl                                                                         4-AcO-benzyl                                       1629   Et       4-H.sub.2 N-benzyl                                                                         4-MOMO-benzyl                                      1630   Et       4-H.sub.2 N-benzyl                                                                         4-MeO-Ph(CH.sub.2).sub.2                           1631   Et       4-AcNH-benzyl                                                                              benzyl                                             1632   Et       4-AcNH-benzyl                                                                              4-Cl-benzyl                                        1633   Et       4-AcNH-benzyl                                                                              4-HO-benzyl                                        1634   Et       4-AcNH-benzyl                                                                              4-MeO-benzyl                                       1635   Et       4-AcNH-benzyl                                                                              α-Me-4-MeO-benzyl                            1636   Et       4-AcNH-benzyl                                                                              4-EtO-benzyl                                       1637   Et       4-AcNH-benzyl                                                                              4-PrO-benzyl                                       1638   Et       4-AcNH-benzyl                                                                              4-AcO-benzyl                                       1639   Et       4-AcNH-benzyl                                                                              4-MOMO-benzyl                                      1640   Et       4-AcNH-benzyl                                                                              4-MeO-Ph(CH.sub.2).sub.2                           1641   Et       4-CF.sub.3 -benzyl                                                                         benzyl                                             1642   Et       4-CF.sub.3 -benzyl                                                                         4-Cl-benzyl                                        1643   Et       4-CF.sub.3 -benzyl                                                                         4-HO-benzyl                                        1644   Et       4-CF.sub.3 -benzyl                                                                         4-MeO-benzyl                                       1645   Et       4-CF.sub.3 -benzyl                                                                         α-Me-4-MeO-benzyl                            1646   Et       4-CF.sub.3 -benzyl                                                                         4-EtO-benzyl                                       1647   Et       4-CF.sub.3 -benzyl                                                                         4-PrO-benzyl                                       1648   Et       4-CF.sub.3 -benzyl                                                                         4-AcO-benzyl                                       1649   Et       4-CF.sub.3 -benzyl                                                                         4-MOMO-benzyl                                      1650   Et       4-CF.sub.3 -benzyl                                                                         4-MeO-Ph(CH.sub.2).sub.2                           ______________________________________                                    

                  TABLE 67                                                         ______________________________________                                         No     R.sup.1  R.sup.2     R.sup.3                                            ______________________________________                                         1651   Et       2,5-(Me).sub.2 -benzyl                                                                     benzyl                                             1652   Et       2,5-(Me).sub.2 -benzyl                                                                     4-Cl-benzyl                                        1653   Et       2,5-(Me).sub.2 -benzyl                                                                     4-HO-benzyl                                        1654   Et       2,5-(Me).sub.2 -benzyl                                                                     4-MeO-benzyl                                       1655   Et       2,5-(Me).sub.2 -benzyl                                                                     α-Me-4-MeO-benzyl                            1656   Et       2,5-(Me).sub.2 -benzyl                                                                     4-EtO-benzyl                                       1657   Et       2,5-(Me).sub.2 -benzyl                                                                     4-PrO-benzyl                                       1658   Et       2,5-(Me).sub.2 -benzyl                                                                     4-AcO-benzyl                                       1659   Et       2,5-(Me).sub.2 -benzyl                                                                     4-MOMO-benzyl                                      1660   Et       2,5-(Me).sub.2 -benzyl                                                                     4-MeO-Ph(CH.sub.2).sub.2                           1661   Et       1-naphthylmethyl                                                                           benzyl                                             1662   Et       1-naphthylmethyl                                                                           4-Cl-benzyl                                        1663   Et       1-naphthylmethyl                                                                           4-HO-benzyl                                        1664   Et       1-naphthylmethyl                                                                           4-MeO-benzyl                                       1665   Et       1-naphthylmethyl                                                                           α-Me-4-MeO-benzyl                            1666   Et       1-naphthylmethyl                                                                           4-EtO-benzyl                                       1667   Et       1-naphthylmethyl                                                                           4-PrO-benzyl                                       1668   Et       1-naphthylmethyl                                                                           4-AcO-benzyl                                       1669   Et       1-naphthylmethyl                                                                           4-MOMO-benzyl                                      1670   Et       1-naphthylmethyl                                                                           4-MeO-Ph(CH.sub.2).sub.2                           1671   Et       2-naphthylmethyl                                                                           benzyl                                             1672   Et       2-naphthylmethyl                                                                           4-Cl-benzyl                                        1673   Et       2-naphthylmethyl                                                                           4-HO-benzyl                                        1674   Et       2-naphthylmethyl                                                                           4-MeO-benzyl                                       1675   Et       2-naphthylmethyl                                                                           α-Me-4-MeO-benzyl                            ______________________________________                                    

                  TABLE 68                                                         ______________________________________                                         No     R.sup.1  R.sup.2     R.sup.3                                            ______________________________________                                         1676   Et       2-naphthylmethyl                                                                           4-EtO-benzyl                                       1677   Et       2-naphthylmethyl                                                                           4-PrO-benzyl                                       1678   Et       2-naphthylmethyl                                                                           4-AcO-benzyl                                       1679   Et       2-naphthylmethyl                                                                           4-MOMO-benzyl                                      1680   Et       2-naphthylmethyl                                                                           4-MeO-Ph(CH.sub.2).sub.2                           1681   Et       2-thenyl    benzyl                                             1682   Et       2-thenyl    4-Cl-benzyl                                        1683   Et       2-thenyl    4-HO-benzyl                                        1684   Et       2-thenyl    4-MeO-benzyl                                       1685   Et       2-thenyl    α-Me-4-MeO-benzyl                            1686   Et       2-thenyl    4-EtO-benzyl                                       1687   Et       2-thenyl    4-PrO-benzyl                                       1688   Et       2-thenyl    4-AcO-benzyl                                       1689   Et       2-thenyl    4-MOMO-benzyl                                      1690   Et       2-thenyl    4-MeO-Ph(CH.sub.2).sub.2                           1691   Et       3-thenyl    benzyl                                             1692   Et       3-thenyl    4-Cl-benzyl                                        1693   Et       3-thenyl    4-HO-benzyl                                        1694   Et       3-thenyl    4-MeO-benzyl                                       1695   Et       3-thenyl    α-Me-4-MeO-benzyl                            1696   Et       3-thenyl    4-EtO-benzyl                                       1697   Et       3-thenyl    4-PrO-benzyl                                       1698   Et       3-thenyl    4-AcO-benzyl                                       1699   Et       3-thenyl    4-MOMO-benzyl                                      1700   Et       3-thenyl    4-MeO-Ph(CH.sub.2).sub.2                           ______________________________________                                    

                  TABLE 69                                                         ______________________________________                                         No      R.sup.1   R.sup.2   R.sup.3                                            ______________________________________                                         1701    Et        benzyl    4-HO-benzyl                                        1702    Et        benzyl    4-EtO-benzyl                                       1703    Et        benzyl    4-PrO-benzyl                                       1704    Et        benzyl    4-AcO-benzyl                                       1705    Et        benzyl    4-MOMO-benzyl                                      1706    Et        benzyl    4-MeO-Ph(CH.sub.2).sub.2                           1707    Et        benzyl    4-AllylO-benzyl                                    1708    Et        benzyl    4-PhO-benzyl                                       1709    Et        2-propynyl                                                                               4-HO-benzyl                                        1710    Et        2-propynyl                                                                               4-EtO-benzyl                                       1711    Et        2-propynyl                                                                               4-PrO-benzyl                                       1712    Et        2-propynyl                                                                               4-AcO-benzyl                                       1713    Et        2-propynyl                                                                               4-MOMO-benzyl                                      1714    Et        2-propynyl                                                                               4-MeO-Ph(CH.sub.2).sub.2                           1715    Et        2-Cl-benzyl                                                                              4-HO-benzyl                                        1716    Et        2-Cl-benzyl                                                                              4-EtO-benzyl                                       1717    Et        2-Cl-benzyl                                                                              4-PrO-benzyl                                       1718    Et        2-Cl-benzyl                                                                              4-AcO-benzyl                                       1719    Et        2-Cl-benzyl                                                                              4-MOMO-benzyl                                      1720    Et        2-Cl-benzyl                                                                              4-MeO-Ph(CH.sub.2).sub.2                           1721    Et        4-Cl-benzyl                                                                              4-HO-benzyl                                        1722    Et        4-Cl-benzyl                                                                              4-EtO-benzyl                                       1723    Et        4-Cl-benzyl                                                                              4-PrO-benzyl                                       1724    Et        4-Cl-benzyl                                                                              4-AcO-benzyl                                       1725    Et        4-Cl-benzyl                                                                              4-MOMO-benzyl                                      ______________________________________                                    

                  TABLE 70                                                         ______________________________________                                         No     R.sup.1    R.sup.2    R.sup.3                                           ______________________________________                                         1726   Et         4-Cl-benzyl                                                                               4-MeO-Ph(CH.sub.2).sub.2                          1727   Et         2-MeO-benzyl                                                                              4-HO-benzyl                                       1728   Et         2-MeO-benzyl                                                                              4-EtO-benzyl                                      1729   Et         2-MeO-benzyl                                                                              4-PrO-benzyl                                      1730   Et         2-MeO-benzyl                                                                              4-AcO-benzyl                                      1731   Et         2-MeO-benzyl                                                                              4-MOMO-benzyl                                     1732   Et         2-MeO-benzyl                                                                              4-MeO-Ph(CH.sub.2).sub.2                          1733   Et         4-MeO-benzyl                                                                              4-HO-benzyl                                       1734   Et         4-MeO-benzyl                                                                              4-EtO-benzyl                                      1735   Et         4-MeO-benzyl                                                                              4-PrO-benzyl                                      1736   Et         4-MeO-benzyl                                                                              4-AcO-benzyl                                      1737   Et         4-MeO-benzyl                                                                              4-MOMO-benzyl                                     1738   Et         4-MeO-benzyl                                                                              4-MeO-Ph(CH.sub.2).sub.2                          1739   Et         2-pyridylCH.sub.2                                                                         4-HO-benzyl                                       1740   Et         2-pyridylCH.sub.2                                                                         4-EtO-benzyl                                      1741   Et         2-pyridylCH.sub.2                                                                         4-PrO-benzyl                                      1742   Et         2-pyridylCH.sub.2                                                                         4-AcO-benzyl                                      1743   Et         2-pyridylCH.sub.2                                                                         4-MOMO-benzyl                                     1744   Et         2-pyridylCH.sub.2                                                                         4-MeO-Ph(CH.sub.2).sub.2                          1745   Et         4-pyridylCH.sub.2                                                                         4-HO-benzyl                                       1746   Et         4-pyridylCH.sub.2                                                                         4-EtO-benzyl                                      1747   Et         4-pyridylCH.sub.2                                                                         4-PrO-benzyl                                      1748   Et         4-pyridylCH.sub.2                                                                         4-AcO-benzyl                                      1749   Et         4-pyridylCH.sub.2                                                                         4-MOMO-benzyl                                     1750   Et         4-pyridylCH.sub.2                                                                         4-MeO-Ph(CH.sub.2).sub.2                          ______________________________________                                    

                  TABLE 71                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         A-176 mp 89-97° C.                                                      A-1301                                                                               mp 83-92° C.                                                      A-1310                                                                               Isomer A: mp 84-86° C.                                                  Isomer B: mp 173-174° C.                                          B-476 mp 112-114° C.                                                    B-480 mp 78-89° C.                                                      B-1301                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 2.97(3H, d, J=4.9), 3.91(3H,               s), 3.94                                                                       (3H, s), 5.90(1H, br), 7.40(5H, m)                                       B-1310                                                                               mp 136-137° C.                                                    B-1331                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 2.89(3H, d, J=4.9), 3.91(3H,               s), 5.25                                                                       (1H, s), 6.58(1H, br), 7.25-7.40(8H, m), 7.51-7.55(2H, m)                C-1   .sup.1 H-NMR(CDCl.sub.3)δppm: 2.04(3H, s), 2.85(3H, s),                  3.03(3H, s),                                                                   3.93(3H, s), 3.97(3H, s)                                                 C-10  .sup.1 H-NMR(CDCl.sub.3)δppm: 2.02(3H, s), 2.74(3H, s),                  3.00(3H, s),                                                                   3.92(3H, s), 5.19(2H, s), 7.33(5H, m)                                    C-11  .sup.1 H-NMR(CDCl.sub.3)δppm: 2.01(3H, s), 2.80(3H, s),                  3.03(3H, s),                                                                   3.93(3H, s), 5.30(1H, d, J=13.4), 5.33(1H, d, J=13.4), 7.20-                   7.43(4H, m)                                                              C-12  .sup.1 H-NMR(CDCl.sub.3)δppm: 2.04(3H, s), 2.77(3H, s),                  3.03(3H, s),                                                                   3.92(3H, s), 5.16(2H, s), 7.20-7.32(4H, m)                               C-13  mp 83-85° C.                                                      C-19  .sup.1 H-NMR(CDCl.sub.3)δppm: 2.02(3H, s), 2.71(3H, s),                  2.99(3H, s),                                                                   3.80(3H, s), 3.91(3H, s), 5.11(2H, s), 6.86(2H, d, J=8.5), 7.27                (2H, d, J=8.5)                                                           C-20  .sup.1 H-NMR(CDCl.sub.3)δppm: 1.99(3H, s), 2.75(3H, s),                  2.99(3H, s),                                                                   3.92(3H, s), 5.30(2H, s), 6.86-7.47(9H, m)                               C-21  .sup.1 H-NMR(CDCl.sub.3)δppm: 2.00(3H, s), 2.79(3H, s),                  3.03(3H, s),                                                                   3.93(3H, s), 5.12(2H, s), 7.18(1H, dd, J=8.5, 1.8), 7.43(2H, m)          C-86  .sup.1 H-NMR(CDCl.sub.3)δppm: 2.04(3H, s), 2.78(3H, s),                  3.01(3H, s),                                                                   4.62(2H, d, J=5.5), 5.15-5.38(4H, m), 5.87-6.02(1H, m), 7.20-                  7.47(4H, m)                                                              ______________________________________                                    

                  TABLE 72                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         C-87  .sup.1 H-NMR(CDCl.sub.3)δppm: 2.04(3H, s), 2.76(3H, s),                  3.01(3H, s),                                                                   4.61(2H, d, J=5.5), 5.16(2H, s), 5.16-5.29(2H, m), 5.87-6.02                   (1H, m), 7.20-7.32(4H, m)                                                C-94  .sup.1 H-NMR(CDCl.sub.3)δppm: 2.05(3H, s), 2.70(3H, s),                  2.98(3H, s),                                                                   3.80(3H, s), 4.61(2H, d, J=5.5), 5.12(2H, s), 5.16-5.28(2H,                    m), 5.87-6.01(1H, m), 6.86(2H, d, J=8.5), 7.28(2H, d, J=8.5)             C-95  .sup.1 H-NMR(CDCl.sub.3)δppm: 2.02(3H, s), 2.73(3H, s),                  2.98(3H, s),                                                                   4.61(2H, d, J=5.5), 5.16-5.29(2H, m), 5.30(2H, s), 5.87-6.02                   1H, m), 6.87-7.47(9H, m)                                                 C-96  .sup.1 H-NMR(CDCl.sub.3)δppm: 2.03(3H, s), 2.77(3H, s),                  3.01(3H, s),                                                                   4.62(2H, d, J=5.5), 5.12(2H, s), 5.12-5.29(2H, m), 5.87-6.02                   (1H, m), 7.18(1H, dd, J=8.5, 1.8), 7.26-7.43(2H, m)                      C-101 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.09(3H, s), 2.79(3H, s),                  2.98(3H, s),                                                                   3.97(3H, s), 4.74-4.84(2H, m), 6.27-6.37(1H, m), 6.57-6.63                     (1H, m), 7.21-7.46(4H, m)                                                C-144 mp 96-99° C.                                                      C-146 mp 82-83.5° C.                                                    C-176 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.06(3H, s), 2.63(3H, s),                  2.98(3H, s),                                                                   3.95(3H, s), 5.12(1H, d, J=12.2), 5.15(1H, d, J=12.2), 7.32(5H,                m)                                                                       C-180 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.06(3H, s), 2.64(3H, s),                  2.99(3H, s),                                                                   4.64(2H, d, J=5.9), 5.13-5.32(4H, m), 5.88-6.03(1H, m), 7.37                   (5H, m)                                                                  C-185 mp 102-104° C.                                                    C-194 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.04(3H, s), 2.50(3H, s),                  2.95(3H, s),                                                                   3.80(3H, s), 5.09and 5.15(each 1H, ABq, J=12.2), 5.10(2H, s),                  6.84(2H, d, J=8.7), 7.26(2H, d, J=8.8), 7.31(5H, m)                      C-219 mp 93-93.5° C.                                                    C-251 mp 82.5-83.5° C.                                                  C-276 mp 49.5-51° C.                                                    C-301 mp 92-93° C.                                                      C-326 mp 54.5-56° C.                                                    C-376 mp 68-69° C.                                                      ______________________________________                                    

                  TABLE 73                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         C-451 mp 93-94° C.                                                      C-476 mp 77-79° C.                                                      C-480 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.06(3H, s), 2.70(3H, s),                  3.01(3H, s),                                                                   4.65(2H, m), 5.07(2H, s), 5.19-5.32(2H, m), 5.88-6.03(1H,                      m), 7.16(1H, dd, J=8.5, 1.8), 7.40-7.44(2H, m)                           C-619 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.05(3H, t, J=7.3),                        2.50-2.63(2H, m),                                                              2.68(3H, s), 2.98(3H, s), 3.80(3H, s), 3.89(3H, s), 5.11(2H, s),               6.86(2H, d, J=9.2), 7.28(2H, d, J=9.2)                                   C-780 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.08(3H, t, J=7.3),                        2.53-2.66(2H, m),                                                              2.60(3H, s), 2.97(3H, s), 4.64(2H, d, J=6.1), 5.12(1H, d,                      J=11.6), 5.14(1H, d, J=11.6), 5.18-5.31(2H, m), 5.88-6.02                      (1H, m), 7.33(5H, m)                                                     C-1310                                                                               mp 111-113° C.                                                    C-1331                                                                               mp 78-96° C.                                                      F-176 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.08(3H, s), 3.23(3H, s),                  3.44(3H, s),                                                                   3.97(3H, s), 5.16(2H, s), 7.26-7.34(5H, m)                               F-180 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.07(3H, s), 3.23(3H, s),                  3.45(3H, s),                                                                   4.66(2H, d, J=5.5), 5.16(2H, s), 5.16-5.33(2H, m), 5.92-6.02                   (1H, m), 7.26-7.32(5H, m)                                                G-194 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.59-1.82(4H, m), 2.03(3H, m),             2.84                                                                           (2H, m), 3.49(2H, m), 3.79(3H, s), 5.10-5.13(4H, m), 6.84                      (2H, d, J=8.8), 7.25(2H, d, J=8.8), 7.30(5H, m)                          H-176 mp 121-123° C.                                                    H-194 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.10-1.28(2H, m), 1.47(4H, m),             2.05                                                                           (3H, s), 2.80-2.96(2H, m), 3.45(1H, m), 3.64(1H, m), 3.80                      (3H, s), 5.09(2H, s), 5.10and 5.16(each 1H, ABq, J=12.2), 6.84                 (2H, d, J=8.5), 7.25(2H, d, J=8.5), 7.31(5H, m)                          L-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 0.46-1.01(2H, m), 1.08and                  1.12(total                                                                     3H, t, J=7.6), 1.36-1.90(2H, m), 1.92and 1.95(total 3H, s),                    2.51-2.81(4H, m), 3.07(1H, m), 3.75(1H, m), 3.80(3H, s),                       4.46(1H, m), 4.79and 4.92(total 1H, br d), 5.05-5.25(4H, m),                   6.83-6.89(2H, m), 7.27-7.36(7H, m)                                       ______________________________________                                    

                  TABLE 74                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         M-1194                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 023-1.10(2H, m), 1.11and                   1.12(total                                                                     3H, t, J=7.6), 1.41-1.83(2H, m), 1.92and 2.03(total 3H, s),                    2.57-2.74(4H, m), 2.95and 3.19(total 1H, m), 3.76(1H, m),                      3.80and 3.81(total 3H, s), 4.40(1H, m), 5.04-5.18(4H, m),                      6.83-6.90(2H, m), 7.17-7.32(4H, m), 7.56-7.58(2H, m)                     N-794 mp 136-137° C.                                                    O-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 0.51and 0.96(total 1H, m),                 1.08and                                                                        1.11(total 3H, t, J=7.6), 1.37-1.56(1H, m), 1.81(1H, m), 2.50-                 2.78(4H, m), 3.03(1H, m), 3.66and 3.67(total 3H, s), 3.79and                   3.80(total 3H, s), 4.10-4.22(2H, m), 5.05-5.21(4H, m), 6.85                    (2H, br d, J=8.8), 7.24-7.34(7H, m)                                      P-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 0.47-1.20(2H, m), 1.09and                  1.12(total                                                                     3H, t, J=7.6), 1.42-1.58(1H, m), 1.83(1H, m), 2.51-2.78(4H,                    m), 2.90and 2.92(total 3H, s), 3.03-3.36(2H, m), 3.62-3.79                     (1H, m), 3.80and 3.81(total 3H, s), 4.40(1H, m), 5.05-5.22                     4H, m), 6.85and 6.86total 2H, d, J=8.5), 7.23-7.36 7H, m)                R-194 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.25-1.81(4H, m), 2.05and                  2.06(total                                                                     3H, s), 2.64-2.89(1H, m), 3.30and 3.31(total 3H, s), 3.79and                   3.80(total 3H, s), 3.10-3.95(4H, m), 5.05-5.18(4H, m), 6.85                    (2H, br d, J=8.5), 7.24-7.33(7H, m)                                      T-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.08(3H, t, J=7.3),                        1.75-2.76(4H, m),                                                              2.62(2H, q, J=7.3), 2.91-3.01(2H, m), 3.44-3.55(1H, m), 3.79                   (3H, s), 3.80-3.96(1H, m), 5.05(1H, d, J=12.2), 5.10(2H, s),                   5.16(1H, d, J=12.2), 6.85(2H, dd, J=1.2, 8.6), 7.12(1H, br),                   7.28(7H, m)                                                              U-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.08(3H, t, J=7.3),                        1.78-2.68(4H, m),                                                              2.61(2H, q, J=7.3), 2.89-3.01(2H, m), 3.43-3.53(1H, m), 3.79                   (3H, s), 3.82and 3.83(total 3H, s), 3.80-3.95(1H, m), 5.05(1H,                 d, J=12.2), 5.09(2H, s), 5.15(1H, d, J=12.2), 6.84(2H, d,                      J=8.9), 7.27(7H, m)                                                      V-794 mp 92-93 ° C.                                                     W-10  .sup.1 H-NMR(CDCl.sub.3)δppm: 2.02(3H, s), 3.10-3.14(2H, m),             3.43-                                                                          3.58(2H, m), 3.62-3.75(4H, m), 3.93(3H, s), 5.20(2H, s), 7.34                  (5H, m)                                                                  ______________________________________                                    

                  TABLE 75                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         W-144 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.07(3H, s), 2.44(1H, t,                   J=2.5), 3.10                                                                   (2H. m), 3.46(1H, m), 3.57-3.78(5H, m), 3.81(3H, s), 4.72                      (2H, d, J=2.5), 5.13(2H, s), 6.86(2H, d, J=8.7), 7.27(2H, d, J=                8.7)                                                                     W-176 mp 111-113° C.                                                    W-194 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.06(3H, s), 2.84(1H, ddd,                 J=3.2, 6.4,                                                                    13.4), 2.93(1H, ddd, J=3.2, 6.6, 13.4), 3.17(1H, ddd, J=3.2, 6.6,              11.5), 3.29(1H, ddd, 3.2, 6.4, 11.5), 3.57-3.62(4H. m), 3.80                   (3H, s), 5.10(2H, s), 5.11and 5.17(each 1H, ABq, J=12.2), 6.85                 (2H, d, J=8.5), 7.25(2H, d, J=8.5), 7.31(5H, m)                          W-199 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.01(3H, s), 2.91(1H, m),                  3.13(1H,                                                                       m), 3.29(1H, m), 3.52-3.72(5H, m), 3.88(3H, s), 5.13and 5.22                   (each 1H, ABq, J=12.2), 6.99(2H, d, J=9.0), 7.27-7.35(5H, m),                  7.89(2H, d, J=9.0))                                                      W-319 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.06(3H, s), 2.85-3.03(2H, m),             3.21-                                                                          3.38(2H. m), 3.58-3.63(4H, m), 3.80(3H, s), 5.06and 5.13                       (each 1H, ABq, J=12.5), 5.11(2H, s), 6.86(2H, d, J=8.8),                       7.22-7.33(6H, m)                                                         W-469 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.03(3H, s), 2.86-3.01(2H, m),             3.23-                                                                          3.35(2H, m), 3.59-3.65(4H, m), 3.78(6H, s), 5.03and 5.11                       (each 1H, ABq, J=12.0), 5.09(2H, s), 6.85(2H, d, J=8.8), 6.86                  (2H, d, J=8.8), 7.25(2H, d, J=8.8), 7.26(2H, d, J=8.8)                   W-569 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.13(3H, s), 2.86-3.04(2H, m),             3.19-                                                                          3.37(2H, m), 3.52-3.63(4H, m), 3.80(3H, s), 5.12(2H, s), 5.12                  and 5.29(each 1H, ABq, J=12.0), 6.86(2H, d, J=8.8), 7.18-                      7.31(2H, m), 7.26(2H, d, J=8.8), 7.67(1H, dt, J=1.7, 7.6),                     8.57(2H, br d, J=4.2)                                                    W-594 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.06(3H, s), 2.91-2.99(2H, m),             3.10-                                                                          3.17(2H, m), 3.58-3.67(4H, m), 3.80(3H, s), 5.11(2H, s), 5.13                  and 5.18(each 1H, ABq, J=12.5), 6.86(2H, d, J=8.5), 7.25                       (2H, d, J=8.5), 7.26(1H, m), 7.63(1H, br d, J=7.8), 8.55-8.58                  (2H, m)                                                                  W-785 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.06(3H, t, J=7.2), 2.60(2H, q,            J=7.2),                                                                        2.75-2.96(2H, m), 3.12-3.31(2H, m), 3.54-3.64(4H, m), 5.10                     (1H, d, J=12.2), 5.18(1H, d, J=12.2), 7.32(10H, m)                       ______________________________________                                    

                  TABLE 76                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         W-788 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.05(3H, t, J=7.3), 2.58(2H, q,            J=7.3),                                                                        2.77-2.98(2H, m), 3.13-3.35(2H, m), 3.51-3.65(4H, m), 5.09                     (1H, d, J=12.2), 5.13(2H, s), 5.19(1H, d, J=12.2), 7.24-7.38                   9H, m)                                                                   W-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.07(3H, t, J=7.6), 2.60(2H, q,            J=7.6),                                                                        2.76(1H, ddd, J=3.2, 6.3, 13.5), 2.89(1H, ddd, J=3.2, 6.3, 13.5),              3.15(1H, ddd, J=3.2, 6.3, 11.5), 3.27(1H, ddd, J=3.2, 6.3, 11.5),              3.54-3.62(4H, m), 3.79(3H, s), 5.09and 5.17(each 1H, ABq,                      J=12.2), 5.10(2H, s), 6.84(2H, d, J=8.3), 7.24-7.35(7H, m)               W-869 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.09(3H, t, J=7.3), 2.63(2H, q,            J=7.3),                                                                        2.79-2.95(2H, m), 3.20-3.30(2H, m), 3.54-3.70(4H, m), 3.80                     (3H, s), 5.11(2H, s), 5.25(2H, s), 6.86(2H, d, J=8.6), 7.22-7.38               6H, m)                                                                   W-919 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.06(3H, t, J=7.3), 2.59(2H, q,            J=7.3),                                                                        2.84-2.93(2H, m), 3.20-3.34(2H, m), 3.53-3.67(4H, m), 3.80                     (3H, s), 5.05(1H, d, J=12.2), 5.11(2H, s), 5.13(1H, d, J=12.2),                6.85(2H, d, J=8.6), 7.21-7.33(6H, m)                                     W-944 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.06(3H, t, J=7.3), 2.34(3H,               s), 2.59                                                                       (2H, q, J=7.3), 2.75-2.93(2H, m), 3.19-3.31(2H, m), 3.54-                      3.71(4H, m), 3.79(3H, s), 5.10(2H, s), 5.11(1H, d, J=12.2),                    5.19(1H, d, J=12.2), 6.85(2H, d, J=8.6), 7.14-7.28(6H, m)                W-994 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.05(3H, t, J=7.3), 2.33(3H,               s), 2.58                                                                       (2H, q, J=7.3), 2.76-2.95(2H, m), 3.15-3.33(2H, m), 3.52-                      3.77(4H, m), 3.79(3H, s), 5.04(1H, d, J=12.2), 5.10(2H, s),                    5.13(1H, d, J=12.2), 6.85(2H, d, J=8.6), 7.13(2H, d, J=7.9),                   7.20(2H, d, J=7.9), 7.26(2H, d, J=8.6)                                   W-1019                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.07(3H, t, J=7.3), 2.60(2H, q,            J=7.3),                                                                        2.81-2.98(2H, m), 3.22-3.34(2H, m), 3.52-3.65(4H, m), 3.80                     (3H, s), 3.81(3H, s), 5.11(2H, s), 5.17(1H, d, J=12.2), 5.23(1H,               d, J=12.2), 6.82-6.95(4H, m), 7.23-7.30(4H, m)                           W-1069                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.04(3H, t, J=7.3), 2.57(2H, q,            J=7.3),                                                                        2.83-2.91(2H, m), 3.24-3.31(2H, m), 3.56-3.68(4H, m), 3.80                     (3H, s), 5.02(1H, d, J=12.2), 5.10(2H, s), 5.10(1H, d, J=12.2),                6.83-6.88(4H, m), 7.22-7.28(4H, m)                                       ______________________________________                                    

                  TABLE 77                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         W-1094                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.07(3H, t, J=7.3), 2.60(2H, q,            J=7.3),                                                                        2.86-2.94(2H, m), 3.24-3.33(2H, m), 3.52-3.69(4H, m), 3.79                     (3H, s), 5.03(1H, d, J=12.8), 5.07(2H, s), 5.10(1H, d, J=12.8),                6.86(2H, d, J=8.6), 7.14(2H, d, J=8.6), 7.26(2H, d, J=8.6), 7.41               (2H, d, J=8.6)                                                           W-1144                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.12(3H, t, J=7.6), 2.66(2H, q,            J=7.6),                                                                        2.91(2H, m), 3.28(2H, m), 3.57(4H, m), 3.80(3H, s), 5.12(2H,                   s), 5.26and 5.28(each 1H, ABq, J=13.7), 6.86(2H, d, J=8.8),                    7.18-7.30(4H, m), 7.67(1H, dt, J=1.7, 7.6), 8.56(1H, d, J=4.2)           W-1169                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.06(3H, t, J=7.6), 2.59(2H, q,            J=7.6),                                                                        2.83(2H, m), 3.24(2H, m), 3.51-3.70(4H, m), 3.80(3H, s),                       5.11(2H, s), 5.12and 5.17(each ABq, J=12.2), 6.85(2H, d,                       J=8.8), 7.24-7.30(3H, m), 7.63(1H, br d, J=7.8), 8.54-8.57                     (2H, m)                                                                  W-1194                                                                               mp 69.5-70.5° C.                                                  W-1240                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 0.92(3H, t, J=7.6), 1.53(2H,               m), 2.57                                                                       (2H, t, J=8.1), 2.78(1H, m), 2.86(1H, m), 3.15(1H, m), 3.26                    (1H, m), 3.57(4H, m), 3.80(3H, s), 5.08and 5.16(each 1H,                       ABq, J=12.4), 5.09(2H, s), 6.84(2H, d, J=8.8), 7.24-7.34(7H,                   m)                                                                       W-1300                                                                               mp 73-74° C.                                                      W-1404                                                                               Isomer A: .sup.1 H-NMR(CDCl.sub.3)δppm: 1.20(6H, d, J=6.8),              2.70-                                                                          2.90(3H, br), 3.00(1H, sept, J=6.8), 3.22(2H, m), 3.33(2H,                     m), 3.61(1H, br), 3.80(3H, s), 5.02(2H, br s), 5.07(2H, s), 6.85               (2H, d, J=8.6), 7.24(2H, d, J=8.6), 7.29-7.37(5H, m)                           Isomer B: .sup.1 H-NMR(CDCl.sub.3)δppm: 1.22(6H, d, J=7.1),              2.69-                                                                          2.90(2H, m), 3.13-3.27(2H, m), 3.40(1H, sept, J=7.1), 3.50-                    3.68(4H, m), 3.80(3H, s), 5.06and 5.15(each 1H, ABq, J=                        12.2), 5.09(2H, s), 6.85(2H, d, J=8.8), 7.26(2H, d, J=8.8),                    7.28-7.36(5H, m)                                                         W-1494                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 2.02(3H, s), 2.92-2.97(2H, m),             3.31-                                                                          3.35(2H, m), 3.62-3.68(6H, m), 3.80(3H, s), 4.97(1H, d,                        J=11.6), 5.05(1H, d, J=11.6), 5.10(2H, s), 6.63(2H, d, J=8.6),                 6.85(2H, d, J=8.6), 7.12(2H, d, J=8.6), 7.26(2H, d,                      ______________________________________                                               J=8.6)                                                              

                  TABLE 78                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         W-1504                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 2.04(3H, s), 2.16(3H, s),                  2.78-2.95                                                                      (2H, m), 3.21-3.34(2H, m), 3.57-3.66(4H, m), 3.80(3H, s),                      5.05(1H, d, J=12.2), 5.13(1H, d, J=12.2), 5.10(2H, s), 6.85(2H,                d, J=8.6), 7.19(1H, s), 7.23-7.28(4H, m)7.46(2H, d, J=7.9),              W-1534                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 2.03(3H, s), 2.68-2.90(2H, m),             3.07-                                                                          3.25(2H, m), 3.56-3.63(4H, m), 3.79(3H, s), 5.09(2H, s), 5.50                  (1H, d, J=12.2), 5.70(1H, d, J=12.2), 6.84(2H, d, J=8.5),                      7.23(2H, d, J=8.5), 7.40-7.56(4H, m), 7.77-7.88(2H, m),                        8.09(1H, m)                                                              W-1554                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 2.04(3H, s), 2.98-3.02(2H, m),             3.31-                                                                          3.40(2H, m), 3.57-3.78(4H, m), 3.80(3H, s), 5.12(2H, s), 5.17                  (2H, s), 6.77(1H, d, J=3.7), 6.84-6.98(3H, m), 7.24-7.29(3H,                   m)                                                                       W-1564                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 2.05(3H, s), 2.90-3.05(2H, m),             3.25-                                                                          3.42(2H, m), 3.55-3.75(4H, m), 3.80(3H, s), 5.11(2H, s), 5.14                  (2H, s), 6.86(2H, d, J=8.8), 7.05(1H, dd, J=1.2J=4.9), 7.22-                   7.30(4H, m)                                                              W-1571                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 2.06(3H, s), 2.83-3.02(2H, m),             3.15-                                                                          3.36(2H, m), 3.55-3.62(4H, m), 5.07(2H, s), 5.10and 5.17                       (each 1H, ABq, J=12.5), 6.74(2H, d, J=8.5), 7.12(2H, d, J=                     8.5), 7.29-7.33(5H, m)                                                   W-1575                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 2.06(3H, s), 2.80-2.99(2H, m),             3.13-                                                                          3.31(2H, m), 3.47(3H, s), 3.56-3.63(4H, m), 5.11(2H, s), 5.16                  (2H, s), 5.11and 5.17(each 1H, ABq, J=12.2), 6.98(2H, d, J=                    8.5), 7.25(2H, d, J=8.5), 7.26-7.33(5H, m)                               W-1576                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 2.07(3H, s), 2.85-2.96(4H, m),             3.13-                                                                          3.30(2H, m), 3.52-3.70(4H, m), 3.77(3H, s), 4.30-4.36(2H,                      m), 5.11and 5.20(each 1H, ABq, J=12.2), 6.82(2H, d, J=8.5),                    7.11(2H, d, J=8.5), 7.33(5H, m)                                          W-1644                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.08(3H, t, J=7.3), 2.62(2H, q,            J=7.3),                                                                        2.76-2.97(2H, m), 3.12-3.34(2H, m), 3.51-3.66(4H, m), 3.80                     (3H, s), 5.11(2H, s), 5.14(1H, d, J=12.8), 5.23(1H, d, J=12.8),                6.86(2H, d, J=8.6), 7.26(2H, d, J=8.6), 7.42(2H, d, J=7.9), 7.60               (2H, d, J=7.9)                                                           ______________________________________                                    

                  TABLE 79                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         W-1645                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.05(3H, t, J=7.3), 2.29(3H,               s), 2.30                                                                       (3H, s), 2.58(2H, q, J=7.3), 2.76-2.94(2H, m), 3.20-3.29(2H,                   m), 3.32-3.70(4H, m), 3.79(3H, s), 5.06(1H, d, J=12.2), 5.10                   (2H, s), 5.16(1H, d, J=12.2), 6.85(2H, d, J=8.6), 7.26(2H, d,                  J=8.6), 7.00-7.06(3H, m)                                                 W-1694                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.06(3H, t, J=7.3), 2.59(2H, q,            J=7.3),                                                                        2.86-2.94(2H, m), 3.27-3.33(2H, m), 3.60-3.68(4H, m), 3.80                     (3H, s), 5.05-5.13(4H, m), 6.85(2H, d, J=8.6), 7.04(1H, d,                     J=4.9), 7.20-7.29(4H, m)                                                 W-1702                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.07(3H, t, J=7.3), 1.41(3H, t,            J=7.3),                                                                        2.60(2H, q, J=7.3), 2.70-2.95(2H, m), 3.10-3.32(2H, m), 3.56-                  3.70(4H, m), 4.02(2H, q, J=7.3), 5.08(1H, d, J=12.2), 5.10                     (2H, s), 5.18(1H, d, J=12.2), 6.84(2H, d, J=9.1), 7.22-7.33(7H,                m)                                                                       W-1703                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 0.90-1.13(6H, m), 1.60-1.85(2H,            m),                                                                            2.58-2.63(2H, m), 2.70-3.35(4H, m), 3.40-3.70(4H, m), 3.85-                    4.12(2H, m), 5.05-5.25(4H, m), 6.80-6.93(2H, m), 7.21-                         7.40(7H, m)                                                              W-1704                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.06(3H, t, J=7.3), 2.29(3H,               s), 2.59                                                                       (2H, q, J=7.3), 2.74-2.95(2H, m), 3.11-3.33(2H, m), 3.54-                      3.64(4H, m), 5.09(1H, d, J=12.2), 5.16(2H, s), 5.19(1H, d,                     J=12.2), 7.05(2H, d, J=8.6), 7.28-7.36(7H, m)                            Y-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.07(3H, t, J=7.6), 2.15(2H,               m), 2.54                                                                       (2H, m), 2.60(2H, q, J=7.6), 3.13(2H, m), 3.75(1H, m), 3.80                    (3H, s), 3.96(1H, m), 5.08and 5.17(each 1H, ABq, J=12.2),                      5.10(2H, s), 6.85(2H, d, J=8.8), 7.24-7.34(7H, m)                        Z-794 mp 105-110° C.                                                    b-594 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.83-1.95(1H, m), 2.12(3H, s),             2.16                                                                           (3H, s), 2.10-2.25(2H, m), 2.27-2.40(1H, m), 2.95-3.02(2H,                     m), 3.50-3.83(2H, m), 3.80(3H s)5.11(2H, s), 5.16(2H, d,                       J=3.7), 6.86(2H, d, J=8.6), 7.20(2H, d, J=6.1), 7.26(2H, d,                    J=8.6), 8.57(2H, d, J=6.1)                                               ______________________________________                                    

                  TABLE 80                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         b-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.07(3H, t, J=7.6),                        1.94-2.37(4H, m),                                                              2.18(3H, s), 2.60(2H, q, J=7.6), 2.96(2H, m), 3.63(2H, m),                     3.80(3H, s), 5.10(2H, s), 5.11and 5.16(each 1H, ABq, J=12.5),                  6.85(2H, d, J=8.6), 7.24-7.34(7H, m)                                     b-1194                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.12(3H, t, J=7.6), 1.87(1H,               m), 2.15                                                                       (3H, s), 2.05-2.36(3H, m), 2.65(2H, q, J=7.6), 2.95(2H, m),                    3.50-3.70(2H, m), 3.80(3H, s), 5.11(2H, s), 5.12and 5.17                       (each 1H, ABq, J=12.2) 6.85(2H, d, J=8.8), 7.19(2H, d, J=5.9),                 7.25(2H, d, J=8.8), 8.56(2H, d, J=5.9)                                   e-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.07(3H, t, J=7.3), 1.28(3H, t,            J=7.3),                                                                        2.61(2H, q, J=7.3), 2.67-3.81(8H, m), 3.79(3H, s), 4.15(2H, q,                 J=7.3), 5.04(1H, d, J=12.2), 5.09(2H, s), 5.17(1H, d, J=12.2),                 6.85(2H, d, J=8.6), 7.22-7.30(7H, m)                                     f-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.07(3H, t, J=7.3),                        2.03-2.70(4H, m),                                                              2.60(2H, q, J=7.3), 2.90-3.10(2H, m), 3.06(2H, s), 3.50-3.80                   (2H, m), 3.71(3H, s), 3.80(3H, s), 5.10(2H, s), 5.10(1H, d,                    J=12.8), 5.18(1H, d, J=12.8), 6.85(2H, d, J=9.2), 7.24-7.33                    (7H, m)                                                                  g-794 mp 107-112° C.                                                    h-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.10(3H, t, J=7.3); 2.55(3H,               s), 2.56-                                                                      3.90(8H, m), 2.63(2H, q, J=7.3), 3.79(3H, s), 5.08(1H, d,                      J=12.2), 5.11(2H, s), 5.18(1H, d, J=12.2), 6.85(2H, d, J=8.6),                 7.23-7.33(7H, m)                                                         i-794 mp 89.5-91° C.                                                    j-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.07(3H, t, J=7.6), 2.08(2H,               m), 2.61                                                                       (2H, q, J=7.6), 3.45(2H, br s), 3.68(2H, m), 3.79(3H, s), 5.12                 (2H, s), 5.14(2H, s), 6.85(2H, d, J=8.5), 7.27(2H, d, J=8.5),                  7.29-7.32(5H, m)                                                         k-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.06and 1.07(total 3H, t,                  J=7.6),                                                                        1.49-1.89(2H, m), 2.19and 2.25(total 3H, s), 2.23-2.31(2H,                     m), 2.45-2.53(4H, m), 2.84-3.08(2H, m), 3.55-3.74(2H, m),                      3.79(3H, s), 5.08-5.20(4H, m), 6.85(2H, d, J=8.6), 7.25-                       7.30(7H, m)                                                              ______________________________________                                    

                  TABLE 81                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         l-1   .sup.1 H-NMR(CDCl.sub.3)δppm: 2.13(3H, s), 2.90(3H, s),                  3.07(3H, s),                                                                   3.29(3H, s), 3.99(3H, s), 6.90-7.02(3H, m), 7.23-7.29(2H,                      m)                                                                       n-776 mp 89-92° C.                                                      n-785 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.07(3H, t, J=7.6), 2.63(2H, q,            J=7.6),                                                                        2.94(2H, t, J=4.9), 3.29(2H, t, J=4.9), 3.59(4H, brs), 4.45(2H,                d, J=4.9), 5.10(2H, s), 6.24(1H, t, J=4.9), 7.22-7.40(10H, m)            n-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.08(3H, t, J=7.6), 2.63(2H, q,            J=7.6),                                                                        2.94(2H, t, J=4.9), 3.29(2H, t, J=4.9), 3.59(4H, brs), 3.79(3H,                s), 4.38(2H, d, J=4.9), 5.10(2H, s), 6.15(1H, t, J=4.9), 6.84(2H,              d, J=8.5), 7.19(2H, d, J=8.5), 7.32(5H, m)                               n-1456                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.18(3H, t, J=7.6), 2.77(2H, q,            J=7.6),                                                                        3.01(2H, t, J=4.9), 3.35(2H, t, J=4.9), 3.60-3.75(4H, m), 5.15                 (2H, s), 6.93(1H, t, J=7.3), 7.08(2H, d, J=7.9), 7.25-7.40(7H,                 m), 8.28(1H, s)                                                          n-1461                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.17(3H, t, J=7.6), 2.74(2H, q,            J=7.6),                                                                        2.99(2H, t, J=4.9), 3.34(2H, t, J=4.9), 3.60-3.72(4H, m), 5.15                 (2H, s), 6.87-6.92(2H, m), 7.12-7.20(2H, m), 7.27-7.44                         (5H, m), 8.34(1H, s)                                                     n-1466                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.16(3H, t, J=7.6), 2.74(2H, q,            J=7.6),                                                                        3.00(2H, t, J=4.9), 3.35(2H, t, J=4.9), 3.67(4H, brs), 5.15(2H,                s), 7.10(2H, d, J=8.5), 7.22(2H, d, J=8.5), 7.35(5H, m), 8.30                  (1H, s)                                                                  n-1476                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.17(3H, t, J=7.6), 2.29(3H,               s), 2.76                                                                       (2H, q, J=7.6), 3.01(2H, t, J=4.9), 3.35(2H, t, J=4.9), 3.60-3.72              (4H, m), 5.14(2H, s), 6.98(2H, d, J=8.5), 7.07(2H, d, J=8.5),                  7.27-7.42(5H, m), 8.21(1H, s)                                            n-1486                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.17(3H, t, J=7.6), 2.75(2H, q,            J=7.6),                                                                        3.02(2H, t, J=4.9), 3.35(2H, t, J=4.9), 3.64-3.75(4H, m), 3.78                 (3H, s), 5.14(2H, s), 6.85(2H, d, J=9.2), 7.02(2H, d, J=9.2),                  7.25-7.42(5H, m), 8.21(1H, s)                                            ______________________________________                                    

                  TABLE 82                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         o-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.07(3H, t, J=7.6), 2.65(2H, q,            J=7.6),                                                                        2.84(3H, s), 2.92-2.98(2H, m), 3.23-3.69(6H, m), 3.79(3H,                      s), 4.32(1H, d, J=14.3), 4.36(1H, d, J=14.3), 5.05(1H, d,                      J=12.5), 5.15(1H, d, J=12.5), 6.84(2H, d, J=8.5), 7.18(2H, d,                  J=8.5), 7.33(5H, m)                                                      o-799 mp 97-98° C.                                                      o-1486                                                                               .sup.1 H-NMR(CDCl.sub.3)δppm: 1.15(3H, t, J=7.3), 2.74(2H, q,            J=7.3),                                                                        2.97-3.20(2H, m), 3.24-3.36(1H, m), 3.38-3.52(2H, m), 3.45                     (3H, s), 3.57-3.64(2H, m), 3.67-3.80(1H, m), 3.79(3H, s),                      5.08(1H, d, J=12.2), 5.19(1H, d, J=12.2), 6.86(2H, d, J=9.2),                  7.17(2H, d, J=9.2), 7.27-7.42(5H, m)                                     p-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.11(3H, t, J=7.3),                        1.90-2.05(1H, m),                                                              2.49(3H, s), 2.50-3.02(6H, m), 3.30-3.46(2H, m), 3.68-3.82                     (1H, m), 3.77(3H, s), 4.90(1H, d, J=17.4), 5.08(1H, d, J=12.5),                5.22(1H, d, J=12.5), 5.57(1H, d, J=17.4), 6.80-6.93(4H, m),                    7.25-7.40(5H, m)                                                         q-776 mp 105-106° C.                                                    q-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 0.80(3H, t, J=7.3),                        2.23-2.42(3H, m),                                                              2.52-2.65(1H, m), 2.95-3.15(3H, m), 3.42(2H, t, J=4.9), 3.62-                  3.75(1H, m), 3.78(3H, s), 5.02-5.50(4H, m), 6.86(2H, d,                        J=8.5), 7.06(2H, d, J=8.5), 7.25-7.45(9H, m), 7.57(2H, dd,                     J=1.8, 7.9)                                                              t-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.08(3H, t, J=7.3), 2.11(2H, t,            J=4.9),                                                                        2.20(3H, s), 2.32(2H, t, J=4.9), 2.63(2H, q, J=7.3), 3.07(2H, t,               J=4.9), 3.64(2H, t, J=4.9), 3.79(3H, s), 4.38(2H, d, J=4.9), 5.10              (2H, s), 6.11(1H, t, J=4.9), 6.84(2H, d, J=8.5), 7.27-7.40(5H,                 m)                                                                       v-794 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.09(3H, t, J=7.6), 2.63(2H, q,            J=7.6),                                                                        2.95-3.30(4H, m), 3.66(2H, m), 3.80(3H, s), 4.16(2H, m),                       5.06and 5.16(each 1H, ABq, J=12.2), 5.12(2H, s), 6.84(2H, d,                   J=8.8), 7.25-7.33(7H, m)                                                 x-10  .sup.1 H-NMR(CDCl.sub.3)δppm: 1.99(3H, s), 3.86(3H, s),                  3.94(3H, s),                                                                   5.21(2H, s), 7.33(5H, m)                                                 ______________________________________                                    

                  TABLE 83                                                         ______________________________________                                         No    Physical Data                                                            ______________________________________                                         x-185 .sup.1 H-NMR(CDCl.sub.3)δppm: 2.01(3H, s), 3.83(3H, s),                  5.15(2H, s),                                                                   5.21(2H, s), 7.33(10H, m)                                                x-480 mp 53-54° C.                                                      y-476 .sup.1 H-NMR(CDCl.sub.3)δppm: 1.28(3H, t, J=7.3), 2.05(3H,               s), 3.98                                                                       (3H, s), 4.31(2H, q, J=7.3), 5.08(2H, s), 7.15(1H, dd, J=8.8,                  2.0), 7.40-7.42(4H, m)                                                   z-10  mp 88-89° C.                                                      z-185 mp 79-80° C.                                                      z-476 mp 134-136° C.                                                    z-480 mp 111-112° C.                                                    ______________________________________                                          Agrochemical Formulations

Formulation 1

A mixture of 2 parts by weight of Compound C-180 and 98 parts by weight of talc was pulverized to obtain a powder formulation.

Formulation 2

40 Parts by weight of Compound C-180, 10 parts by weight of sodium lignosulfonate and 50 parts by weight of water were mixed to obtain a suspension formulation.

Pharmaceutical Formulations

Formulation for Injection

5 g of Compound b-251 was dissolved in 10 L of distilled water for injection to form a solution for injection, which was then dispensed into 100 ampoules.

The following Test Examles illustrate the fungicidal effects of the compound according to the present invention.

Controlling effects on various plant diseases by foliage application (pot experiment)

Experimental method

A test compound was dissolved in a small amount of N,N-dimethylformamide, and the solution was diluted to a given concentration with distilled water containing a spreader, whereby preparing a liquid sample. The liquid sample was sprayed to each test plant, and after 24 hours each pathogens was inoculated by the method described below.

A % control was calculated according to the following equation. ##EQU1## Test Example 1 Controlling Effect on Rice Blight (Pyricularia oryzae)

A two-week rice seedling (cv.: AICHIASAHI) was transplanted in a plastic cup which was 9 cm in diameter and cultivated for 2 weeks, and then the test compound in the form of a solution or a suspension was sprayed to the foliage of the rice seedling. A conidia suspension of a rice blight microorganism (Pyricularia oryzae) cultured in an oatmeal medium was inoculated by spraying, and after the inoculation the test plant was kept in a moist chamber (28° C., 100% RH) for 24 hours, and subsequently cultivated in a green house for 5 days. Six days after the inoculation, the number of the lesions on the leaves of the inoculated plant was measured to calculate the % control.

The results are shown below.

    ______________________________________                                                      Controlling effect on rice blight                                              (Pyricularia oryzae) by foliage                                   Compound No. application at 500 ppm (% control)                                ______________________________________                                         C-11         90                                                                C-86         90                                                                C-95         90                                                                C-96         90                                                                Reference agent:                                                               Fthalide     97                                                                ______________________________________                                    

Test Example 2

Controlling Effect on Cucumber Mildew Microorganism (Sphaerotheca fulginea)

A seed of a cucumber (cv.: TSUKUBASHIROIBO) was sown in a plastic cup which was 9 cm in diameter, and cultivated for 2 to 3 weeks. The liquid test sample in the form of a solution or suspension was sprayed on the surface of the first leaf. The pathogen was inoculated to the leaf by spraying a conidia suspension of a cucumber mildew microorganism (Sphaerotheca fuliginea) which had been cultured on a cucumber leaf. After the inoculation, the plant was kept in a greenhouse at 20° C. for 10 days. Then, the infected area on the leaf was observed, and the % control was calculated.

The results are shown below.

    ______________________________________                                                      Controlling effect on cucumber mildew                                          microorganism (Sphaerotheca fuliginea)                            Compound No. by foliage application at 500 ppm (% control)                     ______________________________________                                         B-476        100                                                               C-180        100                                                               C-780         97                                                               F-180        100                                                               Reference agent:                                                               Fenarimol    100                                                               ______________________________________                                    

Test Example 3

Controlling effect on wheat powdery mildew microorganism (Erysiphe graminis f.sp.tritici)

A seed of a wheat (cv.: NORIN No.61) was sown in a plastic cup which was 9 cm in diameter and cultivated for 2 to 3 weeks. The test compound in the form of a solution or suspension was sprayed to a seedling, and conidia of a wheat powdery mildew microorganism (Erysiphe graminis fsp.tritici) cultured on a wheat leaf was dropped on the test plant to inoculate the plant with the pathogen. After the inoculation, the plant was kept in a green house at 20° C. for 10 days. The infected area on the leaf was observed, and the % control was calculated.

The results are shown below.

    ______________________________________                                                   Controlling effect on wheat powdery                                            mildew microorganism (Erysiphe graminis f.sp.tritici)                Compound No.                                                                             by foliage application at 500 ppm (% control)                        ______________________________________                                         C-11      90                                                                   C-86      90                                                                   C-96      90                                                                   C-176     90                                                                   C-180     90                                                                   C-251     90                                                                   C-276     90                                                                   C-780     90                                                                   F-180     90                                                                   Reference agent:                                                               Fenarimol 97                                                                   ______________________________________                                    

The tachykinin receptor antagonistic effect of a compound according to the present invention was investigated by the method described below.

Effect of Compound on Capsaicin-Induced Increase in Blood Vessel Permeability

Method

5 Minutes after giving Evans Blue (30 mg/kg, i.v) to a guinea pig anesthetized with pentobarbital (30 mg/kg, i.p.), a test compound dissolved in dimethylsulfide was injected intravenously. After further 5 minutes, capsaicin (0.15 mg/kg, iv.) was given to induce the plasma transudation. 5 Minutes after administration of capsaicin, the guinea pig was sacrificed to isolate the trachea and the urinary bladder. After extraction with formamide for 24 hours, the dye content in each tissue was quantified on the basis of the absorbance at 620 nm, and the amount of the dye transudated into the tissue was calculated from the calibration curve.

By the method described above, the amount of the compound required to obtain 50% suppression (ED₅₀) was determined and represented in units (mg/kg).

    ______________________________________                                                 ED.sub.50 (mg/kg)                                                      Compound No.                                                                             Guinea pig trachea                                                                           Guinea pig urinary bladder                             ______________________________________                                         M-11      0.024                                                                M-86      0.085                                                                W-96      0.040                                                                W-176     0.145         0.075                                                  b-180     0.054         0.087                                                  b-251     0.017         0.017                                                  ______________________________________                                    

Industrial Applicability

A compound according to the present invention is usefull as a fungicide, especially as an agricultural fungicide. It also has a tachykinin receptor antagonistic effect, and thus is useful as a pharmaceutical. 

We claim:
 1. A compound represented by Formula (I): ##STR22## wherein R¹ is an optionally substituted aryl, an optionally substituted alkyl or an optionally substituted cycloalkyl; R² is an optionally substituted alkyl, an optionally substituted cycloalkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted alkylsulfonyl, an optionally substituted aryl, an optionally substituted arylsulfonly or an optionally substituted heterocyclic group; R³ is an optionally substituted alkyl, an optionally substituted cycloalkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted alkylsulfonyl, an optionally substituted aryl, an optionally substituted arylsulfonyl or an optionally substituted heterocyclic group; R⁴ and R⁵ taken together with their adjacent nitrogen atom form an optionally substituted six-membered heteromonocyclic ring containing one or two nitrogen atoms or a nitrogen atom and an oxygen atom; X and Y are the same or different from each other and each is an oxygen atom or an NR⁶ wherein R⁶ is a hydrogen atom, an optionally substituted alkyl, an optionally substituted aryl, an optionally substituted alkanoyl or an optionally substituted aroyl; Z is an oxygen atom or a sulfur atom; a wave-shaped line (˜) represents the configuration of an E form or a Z form or a mixture thereof; provided that when R² is optionally substituted benzyl then the substituent is not a group represented by formula: ##STR23## wherein (R¹²)₂ is H₂, ═O, --CH.OH, ═CHOCH₃, --N.OH or ═N--OCH₃ ; and R¹³ represents an alkoxy or a monoalkylamino;and a salt or hydrate thereof.
 2. A compound or salt or a hydrate thereof according to claim 1 wherein R¹ is an aryl or an alkyl; R² is an optionally substituted alkyl, alkenyl, alkynyl, aryl or heterocyclic group; R³ is an optionally substituted alkyl, alkenyl, alkynyl, an optionally substituted aryl, an optionally substituted arylsulfonyl or heterocyclic group; X and Y are the same or different from each other and each is an oxygen atom or a NR⁶ wherein R⁶ is a hydrogen atom, alkyl, aryl, alkanoyl or aroyl.
 3. A compound or a salt or a hydrate thereof according to claim 1 wherein R¹ is methyl, ethyl, propyl, isopropyl or an optionally substituted phenyl.
 4. A compound or a salt or a hydrate thereof according to claim 1 wherein R² is methyl, methoxymethyl, ethyl, allyl, cinnamyl, 2-propynyl, 2-butynyl, 2-pyridinyl, an optionally substituted phenyl, an optionally substituted benzyl, an optionally substituted 2-pyridylmethyl, an optionally substituted 3-pyridylmethyl, an optionally substituted 4-pyridylmethyl, an optionally substituted 2-thenyl or an optionally substituted 3-thenyl.
 5. A compound or a salt or a hydrate thereof according to claim 1 wherein R³ is methyl, ethyl, propyl, isopropyl, allyl, cinnamyl, 2-propynyl, 2-butynyl, 2-pyridyl, an optionally substituted benzyl, an optionally substituted 2-phenylethyl, an optionally substituted 2-pyridylmethyl, an optionally substituted 3-pyridylmethyl, an optionally substituted 4-pyridylmethyl or an optionally substituted benzenesulfonyl.
 6. A compound or a salt or a hydrate thereof according to claim 1 wherein X is an oxygen atom, --NH--, --N(Me)--, N(Et)--, --NP9h)--, --N(Ac)-- or --N(Bz)--.
 7. A compound or a salt or a hydrate thereof according to claim 1 wherein Y is an oxygen atom, --NH, --N(Me)--, --N(Et)--, NP(h)--, --N(Ac)-- or --N(Bz)--.
 8. The compound or salt or hydrate of claim 1, whereinR² is an alkyl group substituted with an optionally substituted pyridyl group.
 9. The compound or salt or hydrate of claim 1, wherein R⁴ and R⁵ taken together with their adjacent nitrogen atom form an optionally substituted morpholine or piperidine ring.
 10. The compound or salt or hydrate of claim 9, wherein R⁴ and R⁵ taken together with their adjacent nitrogen atom form an optionally substituted morpholine ring.
 11. The compound or salt or hydrate of claim 9, wherein R⁴ and R⁵ taken together with their adjacent nitrogen atom form an optionally substituted-piperidine ring.
 12. The compound or salt or hydrate of claim 8, wherein R² is an optionally substituted 2-pyridylmethyl group, 3-pyridylmethyl group or 4-pyridylmethyl group.
 13. The compound or salt or hydrate of claim 8, wherein the optional substituents for R² are selected from the group consisting of lower alkyl, nitro, cyano, halogen, cycloalkyl, hydroxy, lower alkoxy, lower alkylthio, halogenated lower alkyl, and lower alkylsulfonyl.
 14. The compound or salt or hydrate of claim 8, wherein the optional substituents for the ring formed by R⁴ and R⁵ are selected from the group consisting of lower alkyl, nitro, cyano, halogen, cycloalkyl, hydroxy, lower alkoxy, lower alkylthio, halogenated lower alkyl, and lower alkylsulfonyl.
 15. The compound or salt or hydrate of claim 1, wherein R⁴ and R⁵ taken together with their adjacent nitrogen atom form an optionally substituted piperazine ring.
 16. The compound or salt or hydrate of claim 1, wherein the optional substituents for the ring formed by R⁴ and R⁵ are selected from the group consisting of lower alkyl, nitro, cyano, halogen, cycloalkyl, hydroxy, lower alkoxy, lower alkylthio, halogenated lower alkyl, and lower alkylsulfonyl.
 17. An agrochemical composition, comprising the compound or salt or hydrate of claim 1 and an agrochemically-acceptable carrier or diluent.
 18. An fungicidal composition, comprising the compound or salt or hydrate of claim 1 and a fungicidally-acceptable carrier or diluent.
 19. A pharmaceutical composition comprising the compound or salt or hydrate of claim 1 and a pharmaceutically-acceptable carrier or diluent.
 20. A pharmaceutical composition comprising the compound or salt or hydrate of claim 1 and a pharmaceutically-acceptable carrier or diluent.
 21. A method of treating fungi, comprising applying the compound or salt or hydrate of claim 1 to soil, plants or plant seeds.
 22. A method of antagonizing tachykinin receptors, comprising administering the compound or salt or hydrate of claim 1 to a patient in need thereof.
 23. The method of claim 22, wherein the patient is a human.
 24. A method of antagonizing substance P receptors, comprising administering the compound or salt or hydrate of claim 1 to a patient in need thereof.
 25. The method of claim 24, wherein the patient is a human. 